Tag: M.W=100-200

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 100-86-7, name is 2-Methyl-1-phenyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H14O

REFERENCE EXAMPLE 2 1,3,3-trimethyl-3,4-dihydroisoquinolin To conc. sulfuric acid (10 ml) was added a solution of 2-methyl-1-phenylpropan-2-ol (7.0 g) and acetonitrile (1.62 ml) in benzene (7.0 ml) dropwise and the mixture was stirred for 24 hours at room temperature.The mixture was neutralized by adding to a mixture of ice and a saturated aqueous solution of sodium bicarbonate dropwise, and it was extracted with ethyl acetate twice.The extract was dried over anhydrous magnesium sulfate and was concentrated under reduced pressure.The residue was dissolved in ether and was extracted with 1 N hydrochloric acid and 2N hydrochloric acid.The extract was washed with ether and to the mixture was added 5N aqueous solution of sodium hydroxide and was extracted with ether twice.The extract was washed with water and a saturated aqueous solution of sodium chloride successively, and dried over anhydrous magnesium sulfate and was concentrated under reduced pressure to give the title compound (2.53 g) having the following physical data. TLC: Rf 0.22 (hexane:ethyl acetate=2:1); NMR (CDCl3): delta 7.48 (dd, J=7.5, 1.5 Hz, 1H), 7.35 (dt, J=1.5, 7.5 Hz, 1H), 7.30-7.25 (m, 1H), 7.14 (d, J=7.5 Hz, 1H), 2.69 (s, 2H), 2.38 (s, 3H), 1.20 (s, 6H).

With the rapid development of chemical substances, we look forward to future research findings about 100-86-7.

Reference:
Patent; Ogawa, Mikio; Takaoka, Yoshikazu; Ohhata, Akira; US2004/77643; (2004); A1;,
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Related Products of 34626-51-2 , The common heterocyclic compound, 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, 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.

[00149] 5-bromo-l-pentanol (1), 3g, is treated with 1.5 eq of 3, 4-dihydro-2H-pyran and 0.1 eq of pyridinium para toluenesulfonate (PPTS) in 135mL of CH2CI2. Other starting materials, such as bromo C1.9 alcohols may be used to obtain other embodiments of compounds of formula VII. [00150] After work -up and purification, 1.45 g (33%) of product 2 is obtained. 1.0 eq of methyl malonitrile is deprotonated with 1 eq of NaH and 1.0 eq of bromide 2 is added along with catalytic amount of KI at 50C. A complete conversion can be observed after 10 hours and a 90% yield can be obtained. Deprotection of tetrahydo pyran (THP) can be done with PPTS in ethanol at 55C. After work-up, a quantitative yield of alcohol 4 is obtained and directly used for the mesylation reaction. With the mesylate 5 in hand, a kryptofix- mediated fluorination can be performed. Compound 6 is obtained in 68% yield. 12mL of DMF, 10 eq. of acetic acid, triethylamine and sodium azide each are added to compound 6. The resulting mixture is stirred at 140C for 19 hours. Water and IN HC1 are added. The solid is filtered off and washed with water. Compound 7 is obtained in a 60% yield. [00151] NMR [for example, Bruker Avance 400 (400 MHz, CDC13, TMS as internal standard] of the 5,5′(7-fluoroheptane-2,2-diyl)bis(lH-tetrazole) compound shows the following results: delta 1.29 (m, 4H, CH2), 1.49 (m, 2H, CH2), 1.77 (s, 3H, Me), 1.87 (t, 2H, CH2), 4.09 (m, 2H, CH2F).

The synthetic route of 34626-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APOSENSE LTD.; VAN GELDER, Joel M.; LEVY, Menashe; ARGOV, Mirit; BEN-AMI, Miri; ZIV, Ilan; WO2013/150534; (2013); A1;,
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Synthetic Route of 115652-52-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 115652-52-3 as follows.

8.3 [1-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-cyclopropyl]-methanol (III-4) 1.4 g (II) are placed in 10 ml dioxane, first 3.6 ml diisopropylethylamine, then 1 g of 1-aminocyclopropanmethanol (see 8.2) are added. The reaction mixture is heated to 160 C. until there is no further reaction and after cooling evaporated down. The residue is treated with cyclohexane/ethyl acetate (8:2) in the ultrasound bath and the solid is suction filtered and dried. 1.24 g (III-4) are obtained as a solid. Analytical HPLC-MS (method A): RT=1.01 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; Nickolaus, Peter; US2013/237527; (2013); A1;,
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Related Products of 62285-58-9 ,Some common heterocyclic compound, 62285-58-9, molecular formula is C9H12O, 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 B: Preparation of 3-(2,6-Dimethylbenzyloxy)acetophenone To a stirred solution of 3?-Hydroxyacetophenone (8.07 g, 59.24 mmol) and Triphenylphosphine (16.93 g, 64.5 mmol) in dry THF (180 ml) was added dropwise 2,6-Dimethylbenzyl alcohol (8.05 g, 59.24 mmol) and diethyl azodicarboxylate (11.24 g, 64.57 mmol) in dry THF (45 ml) and dry DMF (18 ml) at ambient temperature. After stifling for 1.5 hours at ambient temperature, the reaction mixture was diluted with ether and washed twice with water, 1N NaOH and brine, dried over Na2SO4, filtered and concentrated. The purification was done by flash chromatography on silica gel column (hex: ethyl acetate, 2:1) to provide the title compound. 1H NMR (270 MHz, CDCl3): 2.4 (s, 6H); 2.6 (s, 3H); 5.1 (s, 2H); 7.1 (dd, 2H); 7.2 (m, 2H); 7.4 (t, 1H); 7.6 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62285-58-9, its application will become more common.

Reference:
Patent; Wellstat Therapeutics Corporation; Sharma, Shalini; (66 pag.)US9133073; (2015); B2;,
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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 30379-58-9, name is Benzyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H10O3

Benzyl 2-hydroxyacetate (1246 mg), sodium sulfate (213 mg), and acetonitrile (16 mL) were placed in a 100 ml two-necked flask fitted with a magnetic stirrer, a dropping funnel and arefluxing condenser. 2,2-difluoro-2-(fluorosulfonyl)acetic acid (3.10 mL) was then added with stirring at 45C. After addition, the mixture was further stirred for 2 hours at this temperature. The reaction mixture was poured into 10% aqueous sodium carbonate solution (50 mL) and was extracted with EtOAc (2×50 mL). The combined extracts were washed with water (50 mL) and brine (50 mL), dried over sodium sulfate, and concentrated. The residue was purified by columnchromatography (silica gel, petroleum ether/EtOAc = 4:1) to afford the title compound (301 mg) as colorless oil. ?H NMR (500 MHz, CDC13): 7.41-7.33 (m, 5H), 6.36 (t, J= 73.2 Hz, 1H), 5.23 (s, 2H), 4.46 (s, 2H). ?9F NMR (376 MHz, CDC13): -86.0, -86.2. MS (El): C10H10F203 requires 216; found 216 [Mf.

With the rapid development of chemical substances, we look forward to future research findings about 30379-58-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
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Reference of 112513-79-8, 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.112513-79-8, name is 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazol-7-ol, molecular formula is C6H8N2O, molecular weight is 124.1405, as common compound, the synthetic route is as follows.

To a mixture of 6,7-dihydro-5H- pyrrolofl,2-a]imidazol-7-ol (1 g, 8.06 mmol) and 3-methyl-4-nitro-lH-pyrazole (1.13 g, 8.87 mmol) in THF (20 mL) was added PPh3 (3.17 g, 12.09 mmol) and then D1AD (2.44 g, 12.09 mmol, 2.4mL) dropwise at 0 C over a period of 30 min under N2. The mixture was warmed to 20 C and stirred for 12 h, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (gradient PE:EtOAc from 10: 1 to 0: 1) to give the mixture of 7-(3-methyl-4-nitro-pyrazol-l-yl)-6,7-dihydro-5H-pyrrolo[l,2-a]imidazole and 7-(5-methyl- 4-nitro-lH-pyrazol-l -yl)-6,7-dihydro-5H-pyrrolo[l,2-a]imidazole as a white solid. LCMS: RT 0.112 min, m/z —— 234.1 [M + H .] To a solution of 7-(3- methyl-4-nitro-pyrazol-l-yl)-6,7-dihydro-5H-pyrrolo| l,2-a|imidazole and 7-(5-methyl-4-nitro-lH- pyrazol-l-yl)-6,7-dih}’dro-5H-pyrrolo[ l,2-a]imidazole (650 mg, 2.79 mmol) in MeOH (20 mL) was added Pd-C (10%, 0.3 g) under N2. The suspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 (15 psi) at 20 C for 4 h, then filteredand concentrated under reduced pressure, to give the mixture of l-(6,7-dihydro-5H-pyrrolo|T,2- a]imidazol-7-yl)-3-methyl-pyrazol-4-amine and l-(6,7-dihydro-5H-pyrrolo[ l,2-a]imidazol-7-yl)-5- methyl-lH-pyrazol-4-amine as a light yellow solid. LCMS: RT 0.62-0.878 min, m/z = 204.2 [M+H]~.

Statistics shows that 112513-79-8 is playing an increasingly important role. we look forward to future research findings about 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazol-7-ol.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
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Electric Literature of 3068-00-6, 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. 3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, 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.

General procedure: To a solution of CoCl2 (0.6 mmol) in anhyd MeCN (4 mL), the selecteddialkyl acetal (1 mmol), TMSCl (1.1 mmol), and butane-1,2,4-triol (3 mmol) were added, with stirring, at r.t. At the end ofthe reaction, the mixture was extracted with EtOAc and the combinedextracts were washed with 5% NaHCO3. The organic layerwas dried (anhyd Na2SO4) and filtered, and the solvent was evaporatedunder vacuum. The oils obtained were purified by flash chromatographyto give the desired compounds.

According to the analysis of related databases, 3068-00-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Battisti, Umberto Maria; Sorbi, Claudia; Franchini, Silvia; Tait, Annalisa; Brasili, Livio; Synthesis; vol. 46; 7; (2014); p. 943 – 946;,
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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 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: (2-Amino-4-chlorophenyl)methanol

(2-amino-4-chlorophenyl) methanol (6. 6g, 0. 04mol), 1-(3, 5-dimethylphenyl) ethanone(10. 0g, 0. 068mol), RuCl 2 (PPh 3) 3 (0. 1g), and 2. 4g of a KOH, 100 ml of toluene and 10 is made to circulate at a time. By using a dien-stark trap, the collected water from the reaction. After cooling to room temperature, the reaction, the mixture is filtered through a silica gel plug. The product, further purified by using column chromatography eluent ethyl acetate Phenylbicyclohexane 2%. After the column, 9g of the product is obtained. Furthermore, this product is recrystallized from isopropanol. 5g of the desired product is obtained.

With the rapid development of chemical substances, we look forward to future research findings about 37585-16-3.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; ALLEYNE, BERT; KWONG, RAYMOND; YEAGER, WALTER; XIA, CHUANJUN; (72 pag.)JP2015/212297; (2015); A;,
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Adding a certain compound to certain chemical reactions, such as: 6850-39-1, 3-Aminocyclohexanol, 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, name: 3-Aminocyclohexanol, blongs to alcohols-buliding-blocks compound. name: 3-Aminocyclohexanol

To a solution of 4-chloropyrrolo[l,2-b]pyridazine-3-carbonitrile (15g) (0.15 g, 0.84 mmol) in DMF (2.5 mL) was added at room temperature 3-aminocyclohexanol (5In) (194 mgs, 1.68 mmol), DIPEA (0.87 mL, 5 mmol) and stirred at room temperature overnight. The reaction was quenched with water (10 mL) and extracted with ethyl acetate (10 mL). The aqueous layer was separated and extracted with ethyl acetate (2 x 10 mL). The organic layers were combined washed with water (2 x 10 ml), brine (10 mL), dried, filtered and concentrated in vacuum. The residue obtained was purified by flash column chromatography (silica gel 12g, eluting with 0- 100% ethyl acetate in hexanes) to furnish 4-(3-hydroxycyclohexylamino)pyrrolo[l,2- b]pyridazine-3-carbonitrile (51o) (0.105 g, 46 %) as a white solid: 1H NMR (300 MHz, DMSO) delta 7.90 (s, IH), 7.78 (d, J= 8.5 Hz, IH), 7.69 (dd, J= 2.6, 1.6 Hz, IH), 7.12 (dd, J= 4.4, 1.6 Hz, IH), 6.68 (dd, J= 4.4, 2.7 Hz, IH), 4.88 (d, J= 4.3 Hz, IH), 4.25 (m, IH), 3.54 (m, IH), 2.17 (m, IH), 1.92 (m,lH), 1.76 (d, J= 13.3 Hz, 2H), 1.54 – 1.24 (m, 3H), 1.16 (dd, J= 14.6, 10.6 Hz, IH). MS (ES+) 536.3 (2M+Na), MS (ES-) 291.0 (M+Cl).

The synthetic route of 6850-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KOTIAN, Pravin L.; KUMAR, V. Satish; WU, Minwan; LIN, Tsu-Hsing; WO2011/14817; (2011); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below., name: 2-(Diethylamino)ethanol

Into a 250 ml four-necked flask equipped with a stirrer and a water separator and a reflux device were placed 12.8 g (0.1 mol) of adipic anhydride, 35.1 g (0.3 mol) of N, N-diethylaminoethanol,0.8gTitanyl sulfate, 20 mlXylene, stirring heated to 145 C refluxing reaction 3h, until the separation of 1.8g (0.1mol) water, remove the catalyst filter (direct reuse), the filtrate into another 250ml three bottles, vacuum distillation of solvent ), An excess amount of diethylaminoethanol (used for recovery), and a low boiling point substance were added, and 3.0 g of activated clay was added thereto. The mixture was stirred for 30 minutes, and the temperature was lowered to 80 C or less, and filtered to obtain a yellow oily liquid bisdiethylaminoethyl adipate 31.34 G, and the yield was 91.1%. And then adipic acid bis diethylamino ethanol ester and two times the citric acid mixed heated to 120 C, the citric acid after melting, stirring cooling crystallization salt, that is a white powder solid product adipic acid bis Diethylamino ethanolate citrate. Its melting point: 117 C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Patent; Suzhou Institute of Science and Technology; Wang, Yanlin; Wang, Hao; Wang, Siyuan; Qiu, Yexian; (13 pag.)CN105801441; (2016); A;,
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