Tag: M.W=100-200

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, the common compound, a new synthetic route is introduced below. Quality Control of 2-(2-Aminoethoxy)ethanol

To a mixture of [2- (2-AMINOETHOXY)] ethanol (99.52 g) and ethyl acetate (200 mL) was dropwise added a mixture of di- tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. After stirring at room temperature for 60 hrs. , the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), washed with water (200 mL), 1N hydrochloric acid (200 mL), water (300 mL) and saturated brine (300 mL), and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave tert-butyl [[2- (2-HYDROXYETHOXY)] ethyl] carbamate (169.2 g) as a colorless oil. 1H-NMR [(CDCL3)] : 1.45 (9H, s), 3.33 (2H, q, J=5. lHz), 3.54-3. 59 (4H, [M),] 3.74 (2H, q, J=5. [1HZ),] 4.88 (2H, bs). To a mixture of tert-butyl [[2- (2-] hydroxyethoxy) ethyl] carbamate (53.93 g) obtained above and ethyl acetate (350 mL) were added pyridine (53.78 mL) and ethyl chlorocarbonate (70.57 g) under ice-cooling, and the mixture was stirred at room temperature for 96 hrs. Ethyl acetate (500 mL) was added to the reaction mixture, and the mixture was washed with water (500 mL), an aqueous copper sulfate solution (200 mL), water (300 mL) and saturated brine (300 mL) and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.19 g) as a colorless oil. 1H-NMR [(CDC13)] : 1.32 (3H, t, J=7.2Hz), 1.44 (9H, s), 3.32 (2H, t, J=5. [1HZ),] 3.54 (2H, t, J=5. [1HZ),] 3.67-3. 74 (2H, m), 4.21 (2H, q, J=7.2Hz), 4.26-4. 31 (2H, m), 4.91 (lH, bs). To a solution (350 mL) of [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.15 g) obtained above and methyl iodide (83.6 mL) in N, N- dimethylformamide was added sodium hydride [(60%] in oil, 16.12 g) under ice-cooling. After stirring at room temperature for 24 hrs. , the reaction mixture was poured into an ice-aqueous ammonium chloride solution, and extracted with diethyl ether (800 mL). The diethyl ether layer was washed with saturated brine (300 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluted with ethyl acetate: hexane=1 : 8). To the purified product was added a 4N hydrogen chloride-ethyl acetate solution (300 mL) was added, and the mixture was stirred at room temperature for 2 hrs. Diethyl ether (300 mL) was added, and the precipitated solid was collected by filtration. The solid was dried under reduced pressure to give the title compound (33.21 g) as a white solid. [H-NMR] (DMSO-d6) : 1.21 (3H, t, J=7.2Hz), 2.51 (3H, [S),] 3.02- 3.09 (2H, m), 3.65-3. 72 (4H, m), 4.12 (2H, q, J=7.2Hz), 4.22 (2H, t, J=4.5Hz), 9.06 (2H, br).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/105845; (2003); A1;,
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Synthetic Route of 100-37-8 , The common heterocyclic compound, 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

alpha-methyl-4-(2-thienylcarbonyl)benzene acetyl chloride 28.1g (0.1mol) was dissolved in chloroform 100ml . The mixture was cooled to 0. Triethylamine 15ml and diethylaminoethanol 11.7g (0.1mol) were added to the reaction mixture. The mixture was stirred for 3 hours at room temperature. The solvent was evaporated. The residue was dissolved in methanol (300ml), and 5% sodium bicarbonate (200ml) was added to the reaction mixture. The mixture was stirred for 3 hours. The mixture was evaporated and dried. methanol (300 ml) was added to the residue with stirring. The solid was removed by filtration, and washed with methanol. The solution was evaporated to dryness, and the residue was dissolved in chloroform (200ml). acetic acid 6g was added to the reaction mixture with stirring. Some of the solid matters were removed by filtration. another acetic acid 6g was added to the reaction mixture while Stirring. The organic solution was evaporated. After drying, the desired product 35g (83.2%) was obtained.

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Techfields Biochem Company Limited; Yu, Chauncy; Shu, Rina; (52 pag.)JP2016/130241; (2016); A;,
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Application of 37585-16-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(2-amino-4-chlorophenyl)methanol (100 mg, 0.63 mmol), 2,4-dichloropyrimidine (99 mg, 0.67 mmol) and N-ethyl-N-isopropylpropan-2-amine (DIPEA) (0.221 mL, 1.27 mmol) in 2-pentanol (2 mL) were stirred at 100 0C for 3.5 days. The reaction mixture was concentrated to dryness and partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with brine, dried over magnesium sulfate and concentrated to afford the crude product as an orange oil. The crude product was purified by flash chromatography on silica gel eluting with 0 to 50% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford (4-chloro-2-(2-chloropyrimidin-4-ylamino)phenyl)methanol (38.0 mg, 22 %) as a colorless oil which crystallised on standing. Mass Spectrum: M+H+ 270.NMR Spectrum (DMSOdfl: 4.46 (s, 2H), 5.36 (bs, IH), 6.67 (d, IH), 7.32 (dd, IH), 7.51 (d, IH), 7.55 (d, IH), 8.15 (d, IH), 9.47 (bs, IH)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37585-16-3, (2-Amino-4-chlorophenyl)methanol.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/104754; (2008); A1;,
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Synthetic Route of 617-94-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.617-94-7, name is 2-Phenyl-2-propanol, molecular formula is C9H12O, molecular weight is 136.191, as common compound, the synthetic route is as follows.

General procedure: The alcohol (2mmol) and the anhydride (2.2mmol) were mixed in a 10mL test tube and 1mol% of salt A (0.02mmol) was added. The tube was then capped (or under N2 purge) and the reaction mixture was stirred at room temperature (except for 1-methylcyclopentanol at 60C). After a couple of hours the acid effluent was evaporated in vacuum. The residue was then allowed to cool to room temperature and the salt was precipitated by adding 2mL hexane (or toluene). After filtration, salt was recovered, and then evaporating solvent from the filtrate afforded the crude ester product. The recovered salt was charged with the substrates, and the reaction mixture was then proceeded to the next run. The products were quantified with GC analysis by comparison to NMP as an internal standard. The products from the 1st run were further purified by column chromatography, and the isolated yields were compared with the GC/MS yields. They were all in good agreement.

Statistics shows that 617-94-7 is playing an increasingly important role. we look forward to future research findings about 2-Phenyl-2-propanol.

Reference:
Article; Lu, Norman; Chang, Wei-Hsuan; Wei, Rong-Jyun; Fang, Yung-Cheng; Han, Tu-Wen; Wang, Guo-Quan; Chang, Jia-Yaw; Wen, Yuh-Sheng; Liu, Ling-Kang; Tetrahedron; vol. 72; 24; (2016); p. 3468 – 3476;,
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Synthetic Route of 144-19-4 , The common heterocyclic compound, 144-19-4, name is 2,2,4-Trimethyl-1,3-pentanediol, molecular formula is C8H18O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 4 Synthesis of 7-Isopropyl-8,8-dimethyl-8,9-dihydro-7H-6,10-dioxabenzocyclononene-5,11-dione in a More Dilute Solution, Without the Addition of a Catalyst. A solution of 114.82 g (0.10 mole) of phthalic anhydride and 16.31 g (0.11 mole) of 2,2,4-trimethyl-1,3-pentanediol (TMPD) in 250 mL of xylene was heated for 96 hr as described in Examples 1-3. Xylene was removed on a rotary evaporator at 20 torr, at a base temperature of 68 C. The residue (30.0 g) was diluted with 30 mL of methanol and the resulting slurry cooled to 1 C., filtered, and washed with methanol which had been chilled to -20 C. to give 15.9 g (58% yield) of 7-Isopropyl-8,8-dimethyl-8,9-dihydro-7H-6,10-dioxabenzocyclononene-5,11-dione, which was 99.9% pure by vapor phase chromatography (vpc).

The synthetic route of 144-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eastman Chemical Company; US5990321; (1999); A;,
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Reference of 15852-73-0 ,Some common heterocyclic compound, 15852-73-0, molecular formula is C7H7BrO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 51a: 1-Bromo-3-(methoxymethyl)benzene (Compound 0601-139)[0412]To a solution of m-bromobenzyl alcohol (1.0 g, 5.3 mmol) in THF (10 mL) was added NaH (0.26 g, 10.6 mmol) at 0¡ã C., stirred for 10 minutes, followed by addition of iodomethane (1.1 g, 7.9 mmol). The resulting reaction mixture was stirred for 1 hour. To the mixture ethyl acetate (30 mL) was added, washed with water, brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the title compound 0601-139 (1.0 g, 93percent) as an oil. 1H NMR (400 MHz, DMSO-d6) delta 3.30 (s, 3H), 4.41 (s, 2H), 7.29 (t, J=8.0 Hz, 1H), 7.40 (t, J=7.6 Hz, 1H), 7.47 (d, J=8.0 Hz, 1H), 7.64 (d, J=8.0 Hz, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 15852-73-0, (3-Bromophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
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Reference of 171623-29-3, Adding some certain compound to certain chemical reactions, such as: 171623-29-3, name is (4-Cyclopentylphenyl)methanol,molecular formula is C12H16O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 171623-29-3.

General procedure: Under nitrogen atmosphere, to asuspension of 14-21 (1.0 eq.) in dry CH2Cl2 (2.0 mL), DIPEA (1.2 eq.) was added dropwise.Subsequently, the crude mixture containing the corresponding alkyl-2-oxopyridine-1-carboxylate (1.2eq.) in dry CH2Cl2 (4.0 mL) was added. The reaction mixture was stirred at room temperature for 16 h,diluted with CH2Cl2 (10 mL), washed with sat. NH4Cl solution (2 x 20mL), sat. NaHCO3 solution (2 x20 mL), and the organic layer dried over Na2SO4 and concentrated to dryness. Purification wasperformed either by typical silica gel flash chromatography or preparative HPLC affording the desired-lactam carbamates.

According to the analysis of related databases, 171623-29-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nuzzi, Andrea; Fiasella, Annalisa; Ortega, Jose Antonio; Pagliuca, Chiara; Ponzano, Stefano; Pizzirani, Daniela; Bertozzi, Sine Mandrup; Ottonello, Giuliana; Tarozzo, Glauco; Reggiani, Angelo; Bandiera, Tiziano; Bertozzi, Fabio; Piomelli, Daniele; European Journal of Medicinal Chemistry; vol. 111; (2016); p. 138 – 159;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: (1S,2S)-2-Aminocyclopentanol hydrochloride

A solution of 75 mg intermediate 6-[6-(d ifluoromethyl)pyrid in-3-yl]-3-oxo-2-(pyrid in-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 60 mg (1 S,2S)-2-aminocyclopentanol hydrochloride (1:1),166 mg HATU, 0.15 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at rt for 14 hours. Then the reaction mixture was filtered and subjected toRP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, Labomatic Labocol Vario2000 fraction collector; column: Chromatorex 0-18 125 mm x 30 mm, eluent A: 0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 85% I B 15% – A 45% I B 55%; flow: 150 mLlmin; UV-detection: 254 nm) to yield 54 mg 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(1S,2S)-2- hydroxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.39- 1.56 (m, 2 H), 1.58- 1.67 (m, 1 H), 1.67- 1.76(m, 1 H), 1.77- 1.87 (m, 1 H), 2.03-2.15 (m, 1 H), 3.94 (quin, 1 H), 3.98-4.07 (m, 1 H), 4.95(d, 1 H), 7.06 (t, 1 H), 7.62 – 7.67 (m, 1 H), 7.84 (d, 1 H), 8.19 (ddd, 1 H), 8.58 (dd, 1 H), 8.70(dd, 1 H), 8.76 (s, 1 H), 8.94 (d, 1 H), 9.24 – 9.29 (m, 2 H).

With the rapid development of chemical substances, we look forward to future research findings about 68327-04-8.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 18776-12-0, 3-Chloro-1-phenylpropan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C9H11ClO, blongs to alcohols-buliding-blocks compound. Computed Properties of C9H11ClO

A mixture of 3-chloro-1 -phenylpropan-1 -ol (p281 , 7.50 g, 43.95 mmol) and 48% aqueous hydrobromic acid (98 mL) was stirred at RT for 3 hrs, then cautiously poured into a mixture of potassium carbonate (27 g) and 180 g of ice. Potassium carbonate was cautiously added up to neutral pH. The resulting mixture was extracted twice with ether, the organic phase was dried and the solvent removed under vacuum. The crude material was purified by FC on silica gel (eluting with Cy) affording (1-bromo-3-chloropropyl)benzene (p282, 7.49 g, y= 73%) as colourless oil. NMR: 1 H NMR (CDC ) delta: 7.32-7.50 (m, 5H), 5.24 (m, 1 H), 3.75 (m, 1 H), 3.61 (m, 1 H), 2.67- 2.80 (m, 1 H), 2.45-2.58 (m, 1 H)

The synthetic route of 18776-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INDIVIOR UK LIMITED; CREMONESI, Susanna; MICHELI, Fabrizio; SEMERARO, Teresa; TARSI, Luca; (364 pag.)WO2016/67043; (2016); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C10H12O3

EXAMPLE 115 (S)-2-[2,6-Dibromo-4-(6-cyano-benzo[b]naphtho[2,3-d]thiophen-11-yl)-phenoxy]-3-phenyl-propionic acid Prepared from 11-(3, 5-dibromo-4-hydroxy-phenyl)-benzo[b]naphtho[2,3-d ]thiophene-6-carbonitrile (Example 58) and (R)-2-hydroxy-3-phenylpropionic acid, methyl ester (Example 97). White solid: mp 176-178 C.: NMR (CDCl3); delta8.36 (ddd, J =8,1,1 Hz, 1 H), 7.85 (d, J=8 Hz, 1 H), 7.77 (ddd, J=8, 8, 2 Hz, 1 H), 7.58 (d, J=2 Hz, 1 H), 7.61-7.54 (m, 2 H), 7.56 (d, J=2 Hz, 1 H), 7.47 (ddd, J=8, 8, 1 Hz, 1 H), 7.41 (ddd, J=8, 1, 1, 2 H), 7.36-7.26 (m, 3 H), 7.20 (ddd, J=8, 8, 1, 1 H), 6.75 (ddd, J =8, 1, 1 Hz, 1 H), 5.46 (t, J=7 Hz, 1 H), 3.59 (d, J=7 Hz, 2 H); MS (-FAB): [M-H]-, 2 bromine isotope pattern, 654 (2%), 656 (4%) 658 (2%); Anal. Calc. for C32H19Br2NO3S: C, 58.47, H, 2.91, N, 2.13 Found: C, 58.23, H, 2.69, N, 2.03.

With the rapid development of chemical substances, we look forward to future research findings about 13674-16-3.

Reference:
Patent; American Home Products Corporation; US6110962; (2000); A;,
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