Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 75476-86-7, 6-Bromo-2,3-dihydro-1H-inden-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, SDS of cas: 75476-86-7, blongs to alcohols-buliding-blocks compound. SDS of cas: 75476-86-7

A solution of 6-bromo-indan-1-ol (1 mmol) and NEt3 (4 mmol) in dry THF (5 mL) was stirred at -15 C under argon. A solution of methanesulfonyl chloride (2 mmol) in dry THF (1 mL) was cooled to -78 C and then slowly added to the alcohol solution maintaining the temperature below 0 C. The reaction mixture was stirred for 2h at -15 C and then purged with dimethylamine gas (12 mmol). The reaction mixture was allowed to warm to room temperature and stirred overnight. Then, it was filtered to remove salts and solvent was evaporated. Crude was dissolved in CH2Cl2 and extracted with HCl 1 M (3x). The aqueous phase was basified with NaOH 6M to pH 8-9 and extracted with CH2Cl2. The combined organic extracts were dried over MgSO4 and concentrated to dryness. The crude was used in next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75476-86-7, 6-Bromo-2,3-dihydro-1H-inden-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Laboratorios del. Dr. Esteve, S.A.; EP2308849; (2011); A1;,
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Application of 83647-43-2, 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.83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.0605, as common compound, the synthetic route is as follows.

Tetrahydrofuran solvent and aqueous 0.5M potassium tribasic phosphate solutions were sparged with nitrogen for 15 minutes prior to dispensing for use. In a 1 L rb flask charge (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)boronic acid (5.201 g, 28.9 mmol), (3-bromo-2-methylphenyl)methanol (5.00 g, 24.87 mmol) and chloro(2-dicyclohexylphosphino-2?,4?,6?-tri-i-propyl-1,1?-biphenyl)(2?-amino-1,1?-biphenyl-2-yl) palladium(II) (also known as second generation XPhos precatalyst, CAS number 1310584-14-5, See Kinzel, Tom; Zhang, Yong; Buchwald, Stephen L. J. Am. Chem. Soc. 2010, 132(40), 14073-14075.) (0.588 g, 0.747 mmol), add previously deoxygenated tetrahydrofuran (124 mL) and 0.5 M aq Pottasium phosphate, tribasic solution (124 mL, 62.2 mmol), place under nitrogen and sparge with additional nitrogen for 10 minutes. The reaction was stirred under nitrogen at room temperature for 2 days. Ethyl acetate (300 mL) was added to the reaction followed by 200 mL of brine then the reaction was partitioned in a sepratory funnel. The organic extract was washed again (1×) with brine and dried over magnesium sulfate, filtered and solvent removed in vacuo using a rotary evaporator. The crude reaction product (7.84 g dark oil) was purified by silica gel chromatography eluting with a step gradient of 25% ethyl acetate in hexanes and 30% ethyl acetate in hexanes. The purified product (6.19 g, 95% yield) was obtained as a brown oil. 1H NMR (CHLOROFORM-d) delta: 7.37 (dd, J=7.4, 1.1 Hz, 1H), 7.21-7.26 (m, 1H), 7.17-7.21 (m, 1H), 6.91 (d, J=8.2 Hz, 1H), 6.82 (d, J=2.0 Hz, 1H), 6.77 (dd, J=8.3, 2.1 Hz, 1H), 4.77 (s, 2H), 4.31 (s, 4H), 2.27 (s, 3H).

Statistics shows that 83647-43-2 is playing an increasingly important role. we look forward to future research findings about (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; Chupak, Louis S.; Ding, Min; Martin, Scott W.; Zheng, Xiaofan; Hewawasam, Piyasena; Connolly, Timothy P.; Xu, Ningning; Yeung, Kap-Sun; Zhu, Juliang; Langley, David R.; Tenney, Daniel J.; Scola, Paul Michael; US2015/291549; (2015); A1;,
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Synthetic Route of 261723-32-4 ,Some common heterocyclic compound, 261723-32-4, molecular formula is C7H6BrFO, 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.

To a solution of (3-bromo-2-fluoro-phenyl)methanol (2.750 g, 13.413 mmol) in dichloromethane (50 mL) was added manganese dioxide (9.32 g, 107.31 mmol) and the resulting mixture was stirred at 45C overnight. Once complete, the reaction was filtered through diatomaceous earth and washed with dichloromethane to obtain 3-bromo-2-fluoro-benzaldehyde as a white solid (2.24 g, 83%). lU NMR (400 MHz, DMSO-i ) delta 10.19 (dt, = 1.3, 0.7 Hz, 1H), 8.05 (tdd, = 6.8, 3.1, 1.5 Hz, 1H), 7.85 (ddt, = 7.9, 6.4, 1.5 Hz, 1H), 7.37 (tdt, = 7.8, 1.6, 0.8 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. 261723-32-4, (3-Bromo-2-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (2015); 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. 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol. A new synthetic method of this compound is introduced below., Recommanded Product: 17100-58-2

[0653j To a solution of (4-bromo-2-methylphenyl)methanol (1.3 g, 6.7 mmol) in CH2C12 (50 mL) was added PBr3 (0.95 mL, 10 mmol) at 0 C. The mixture was stirred at rt for 1 h, quenched with ice-water (50 mL) and the pH value was adjusted to 7.0 with 50% aqueous NaOH solution. The mixture was extracted with EtOAc (100 mL x 2) and the combined organic layers were washed with water (50 mL), dried (Na2SO4) and concentrated in vacuo to give 4-bromo-1- (bromomethyl)-2-methylbenzene (1.56 g, yield: 89%) as a white solid which was used in next step without further purification.

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, 17100-58-2, (4-Bromo-2-methylphenyl)methanol.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
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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.4719-04-4, name is 2,2′,2”-(1,3,5-Triazinane-1,3,5-triyl)triethanol, molecular formula is C9H21N3O3, molecular weight is 219.2813, as common compound, the synthetic route is as follows.Computed Properties of C9H21N3O3

To 50.0 g(0.228 mol) of hexahydrotriazine (I) was added undervigorous agitation at 0C 16.14 g (0.114 mol) of P2O5until a homogeneous mass was formed. The resultingmixture was heated to 80C for 1 h. A 66.0-g (96%) portionof a light yellow viscous fl uid was obtained. Found,%: C 36.18, H 7.38, N 14.21. C9H22N3O6. Calculated,%: C 36.12, H 7.41, N 14.04, , 10.35.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4719-04-4, 2,2′,2”-(1,3,5-Triazinane-1,3,5-triyl)triethanol, and friends who are interested can also refer to it.

Reference:
Article; Ishmiyarov; Rakhimova; Latypova; Abdullin; Voloshin; Dokichev; Russian Journal of Applied Chemistry; vol. 88; 7; (2015); p. 1174 – 1177; Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.); vol. 88; 7; (2015); p. 1083 – 1086,4;,
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Adding a certain compound to certain chemical reactions, such as: 2425-41-4, (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, 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: (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, blongs to alcohols-buliding-blocks compound. name: (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol

The monobenzalpentaerythritol (5.00 g, 22.3 mmol), (3.5) 12G1-C02H (4b) (24.07 g, 49.05 mmol), and DPTS (5.90 g, 22.3 mmol) were dissolved in anhydrous CH2C12 (120 mL). DCC (1 1.96 g, 57.97 mmol) dissolved in anhydrous CH2C12 (20 mL) was added and the reaction was stirred for 12 h. at room temperature under nitrogen atmosphere. After the reaction was complete, the mixture was diluted, filtered, and rinsed with Et20. The solvent was removed and the crude product was purified by column chromatography (Si02, 5% Et20:hexane) and followed by precipitation in MeOH to give a white solid as a product: 25.29 g (97%). XH NMR (500 MHz, CDC13) delta 7.55 – 7.46 (m, 2H, PhH-3, 5), 7.41 – 7.34 (m, 3Eta, PhH-2, 4, 6), 7.12 (d, J= 2.3 Hz, 2H, ArH-2, 6), 7.1 1 (d, J= 2.2 Hz, 2H, ArH-2′, 6′), 6.64 (t, J= 2.2 Hz, 1H, ArH-4), 6.62 (t, J= 2.2 Hz, 1H, ArH-4′), 5.52 (s, 1Eta, CH-acetal), 4.82 (s, 2Eta, ArC02CH2), 4.33 (d, J= 11.8 Hz, 2H, 20CHaHb-ring), 4.26 (s, 2H, ArC02CH2), 4.03 (d, J= 11.8 Hz, 2H, 20CHaHb-ring), 3.98 – 3.90 (m, 8Eta, 4ArOCH2), 1.81 – 1.73 (m, 8Eta, 4ArOCH2CH2), 1.48 – 1.40 (m, 8Eta, 4ArOCH2CH2CH2), 1.26 (m, 64Eta, 4(CH2)8CH3), 0.88 (t, J= 6.9 Hz, 12H, 4CH3). 13C NMR (126 MHz, CDC13) delta 166.3 (C=0), 166.2 (C=0′), 160.4 (ArC-3, 5), 160.3 (ArC-3 ‘, 5’), 137.8 (PhC-1), 131.7 (PhC-3, 5), 131.2 (PhC-4), 129.4 (PhC-2, 6), 128.5 (ArC-1), 126.3 (ArC-1 ‘), 107.89 (ArC-2, 6), 107.85 (ArC-2′, 6′), 106.81 (ArC-4), 106.5 (ArC- 4′), 102.4 (CH-acetal), 69.9 (OC-ring), 68.52 (ArOCH2), 68.49 (ArOCH2′), 64.2 (ArC02CH2), 63.5 (ArC02CH2’), 38.0 (C(CH20)4), 32.1 (CH2CH2CH3), 29.82, 29.79, 29.76, 29.73, 29.6, 29.5, 29.3, 26.2 (ArOCH2CH2CH2), 22.8 (CH2CH3), 14.3 (CH3). The spectroscopic data of 16b are in agreement with those previously reported.

The synthetic route of 2425-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PERCEC, Virgil; WO2014/190024; (2014); A1;,
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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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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. Computed Properties of C13H12O2

Manufacturing Example 28-1: 1-Chloromethyl-3-phenoxy-benzene To a solution of carbon tetrachloride (40 mL) of (3-phenoxy-phenyl)-methanol (2.0 g) was added triphenylphosphine (3.2 g) at room temperature, which was heated to reflux under a nitrogen atmosphere for 5 hours and 40 minutes. The reaction mixture was cooled to room temperature and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate = 10:1) to obtain the titled compound (2.1 g). 1H-NMR spectrum (DMSO-d6) 8 (ppm): 4.37 (2H, s), 6.94-6.97 (1H, m), 7.00-7.03 (2H, m), 7.05-7.06 (1 H, m), 7.13-7.20 (3H, m), 7.37-7.41 (2H, m).

With the rapid development of chemical substances, we look forward to future research findings about 13826-35-2.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2065377; (2009); 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 73978-41-3, name is (2,4-Diaminopteridin-6-yl)methanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 73978-41-3

2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride (4.40 g; 19.19 mmol) was dissolved in hot water (150 mL) and the solution was neutralized by addition of 1 M NaOH (ca. 20 mL). The precipitate was filtered, washed with water, and dried in vacuo over P2O5. Subsequently, this was suspended in DMAc (25 mL), and triphenylphosphine dibromide (18.12 g; 42.92 mmol) was added. The turbid reaction mixture was stirred for 20 hr at 200C. 4-(Methylamino)benzoic acid (2.95 g; 19.50 mmol) and DIPEA (5.04 g; 39.00 mmol) were added, and the turbid reaction mixture was stirred for 3 days at 200C. Then, it was poured in 0.33 M NaOH-solution (250 mL), the precipitate was filtered off, and the filtrate was neutralized by addition of 10% acetic acid in water (ca. 20 mL). The precipitate was filtered, washed with water, triturated with methanol (30 mL), and dried in vacuo over P2O5, to yield the product as a beige/orange powder (3.48 g; 56%).1H-NMR (DMSO): delta 8.59 (s, IH), 7.53 (d, 2H, 8.8 Hz), 7.7 (br. s, IH), 7.5 (br. s, IH), 6.83 (d, 2H, 8.8 Hz), 4.79 (s, 2H), 3.23 (s, 3H) ppm. FT-IR (ATR): V 3335, 3194, 2964, 1651, 1597, 1292, 1187 cm”1.

With the rapid development of chemical substances, we look forward to future research findings about 73978-41-3.

Reference:
Patent; KONINKLIJKE PHILIPS ELECTRONICS N.V.; WO2007/110811; (2007); A2;,
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Electric Literature of 100751-63-1, 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 100751-63-1, name is 6-Bromo-2-naphthylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

3.47a (6-iodo-naphthalen-2-yl)-methanol Prepared according to general working method II from (6-bromo-naphthalen-2-yl)-methanol (500 mg, 2.11 mmol). Yield: 450 mg (75.1% of theory). C11H9IO (M=284.10).

According to the analysis of related databases, 100751-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim Pharma GmbH & Co. KG; US2004/209865; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 7073-69-0, 2-(2-Bromophenyl)propan-2-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, Safety of 2-(2-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Safety of 2-(2-Bromophenyl)propan-2-ol

2-(2-Bromophenyl)propene (6b) was synthesized in a similar way by dehydration of 65.00 g (0.33 mol) of compound 5b with 49.50 g (0.36 mol) of phthalic anhydride. The oily crude product, 49.50 g, was distilled under reduced pressure. Yield 46.50 g (77%), purity 98% (GLC), bp 64-65C (1 mm), d420 = 1.5365,nD20 = 1.5595; MRD 47.50, calcd. 47.46; published data [21]: bp 55-65C (0.9 mm), nD27 = 1.553. IR spectrum,nu, cm-1: 3090, 1648, 910 (C=CH2), 740 (C-Br).1H NMR spectrum, delta, ppm: 2.07 m (3H, CH3), 4.95 mand 5.23 m (2H, =CH2), 7.03-7.37 m (3H, Harom),7.58 d (1H, 3-H, J = 7 Hz). 13C NMR spectrum, deltaC,ppm: 145.5 (C1), 128.1 (C2), 129.5 (C3, C4), 126.9(C5), 132.8 (C6), 121.7 (C7), 116.0 (C8), 23.5 (CH3).Found, %: C 54.51; H 4.40; Br 40.35. C9H9Br. Calculated,%: C 54.85; H 4.60; Br 40.55.

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fedorov; Fedorova; Sheverdov; Pavlov; Eremkin; Russian Journal of Organic Chemistry; vol. 52; 6; (2016); p. 806 – 812; Zh. Org. Khim.; vol. 52; 6; (2016); p. 806 – 812,7;,
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