Category: 33420-52-9

Adding a certain compound to certain chemical reactions, such as: 33420-52-9, 2,2-Difluoropropan-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, 33420-52-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 33420-52-9

To a cooled (0 C) solution of 2,2-difluoropropan-1-ol (193 mg, 2.010 mmol) and pyridine (0.163 mL, 2.010 mmol) in CH3CN (20 mL) was added dropwise Tf2O (0.312 mL, 1.849 mmol). The reaction was maintained at 0 C for 30 min. To a suspension of 5-((2-(benzyloxy)-4,6-dimethylpyridin-3-yl)methyl)-3-methyl- 2-(1-(piperidin-4-yl)propyl)-6,7-dihydrothieno[3,2-c]pyridin-4(5H)-one (208 mg, 0.402 mmol) and K2CO3 (500 mg, 3.62 mmol) in CH3CN (20 mL) was added the above cold reaction mixture (containing 2,2-difluoropropyl trifluoromethanesulfonate). The reaction was allowed to warm to RT, then heated to 50 C overnight. The reaction was filtered and evaporated to dryness under vacuum. The residue was dissolved in EtOAc and the resultant solution was washed with water and brine, dried (MgSO4), filtered, and concentrated under vacuum to give an oil. A solution of the above oil in TFA (5 mL, 64.9 mmol) was maintained for 30 min, at which time it was concentrated. The reaction mixture was purified by preparative HPLC (5 to 60% MeCN: water with 0.1 % formic acid). The product containing fractions were treated with 6 M HC1 (0.5 mL) and concentrated to give 2-(1-(1-(2,2- difluoropropyl)piperidin-4-yl)propyl)-5-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3- yl)methyl)-3-methyl-6,7-dihydrothieno[3,2-c]pyridin-4(5H)-one (90 mg, 0.169 mmol, 42.1% yield) as white solid. 1H NMR (400 MHz, MeOH-d4) delta 7.07 (s, 1H), 4.82 (s, 2H), 3.88-3.99 (m, 2H), 3.72-3.86 (m, 3H), 3.65 (d, J=12.63 Hz, IH), 3.07-3.27 (m, 4H), 2.80- 2.91 (m, IH), 2.69 (s, 3H), 2.54 (s, 3H), 2.40 (s, 2H), 2.27 (d, J=14.15 Hz, IH), 2.00 (ddd, J=3.79, 7.20, 13.52 Hz, IH), 1.57-1.89 (m, 7H), 1.47 (ddd, J=7.07, 11.18, 13.58 Hz, IH), 0.80 (t, J=7.33 Hz, 3H). MS(ES) [M+H]+ 506.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; NEWLANDER, Kenneth Allen; TIAN, Xinrong; (112 pag.)WO2016/66697; (2016); A1;,
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Reference of 33420-52-9, 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. 33420-52-9, name is 2,2-Difluoropropan-1-ol. A new synthetic method of this compound is introduced below.

G. (R)-3-[N-(5′-Chloro-2′-fluoro-iphenyl-4-ylmethyl)-N’-oxalylhydrazino]-2-hydroxypropionic Acid 2,2-Difluoropropyl Ester (R)-3-[N’-t-Butoxyoxalyl-N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]2-hydroxy-propionic acid (15.0 mg, 32 mumol) was combined with HOBt (26.0 mg, 193 mumol) and EDC (34 muL, 0.2 mmol) in DCM (0.2 mL, 4 mmol). The solution was stirred for 10 minutes and 2,2-difluoropropanol (24.7 mg, 257 mumol) was added. The reaction was stirred at room temperature and monitored for completion. After 2 hours, the mixture was concentrated by rotary evaporation and the solvent was removed in vacuo. The resulting residue was dissolved in DCM (124 muL, 1.9 mmol). TFA (124 muL, 1.6 mmol) was added, and the resulting mixture was stirred for 2 hours. The solvent was removed in vacuo and the residue was purified by preparative HPLC to yield the title compound (2.2 mg). MS m/z [M+H]+ calc’d for C21H2O ClF3N2O6, 489.10; found 489.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33420-52-9, 2,2-Difluoropropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; HUGHES, Adam D.; FENSTER, Erik; FLEURY, Melissa; GENDRON, Roland; US2013/109639; (2013); 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.33420-52-9, name is 2,2-Difluoropropan-1-ol, molecular formula is C3H6F2O, molecular weight is 96.076, as common compound, the synthetic route is as follows.Product Details of 33420-52-9

Trifluoromethanesulfonic anhydride (9.34 mL, 55.2 mmol) was added to a solution of 2,2-difluoropropan-1-ol (5.05 g, 52.6 mmol) in DCM (100 mL) at -10 C followed by dropwiseaddition of 2,6-dimethylpyridine (7.35 mL, 63.1 mmol) in DCM (50 mL). The reaction was stirred for 1 hour before addition of 2N HC1 (150 mL). The layers were separated and the aqueous phase was extracted with DCM (100 mL), then the combined organics were dried and concentrated carefully (no lower than 200 mbar, 40 C) to afford 2,2-difluoropropyltrifluoromethanesulfonate (12.90 g) as a brownlred oil that was used directly in next stage.2,2-Difluoropropyl trifluoromethanesulfonate (11.91 g, 52.22 mmol) was added to a solution of (R)-1-(1H-indol-3-yl)propan-2-amine (6.50 g, 37.3 mmol) and DIPEA (12.9 ml, 74.6 mmol) in 1 ,4-dioxane (75 mL) and the reaction was then heated to 65 C for 1.5 hours. The reaction was cooled to room temperature and diluted with EtOAc (250 mL). This waswashed with water (2 x 100 mL) and saturated aqueous sodium chloride (100 mL). The organic phase was separated and dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% MeOH in DCM to afford (R)-N-( 1 -(1 H-indol-3 -yl)propan-2-yl)-2,2-difluoropropan- 1-amine (7.99 g, 85%) as an orange/brown oil. ?H NMR (500 MHz, CDC13, 27 C) 1.11 (3H, d), 1.58 (3H, t), 2.77 -3.00 (4H, m), 3.07 (1H, h), 7.04 (1H, d), 7.12 (1H, ddd), 7.19 (1H, ddd), 7.36 (1H, dt), 7.57- 7.62 (1H, m), 8.03 (1H, s). (One proton not observed). m/z: ES+ [M+H]+ 253.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33420-52-9, 2,2-Difluoropropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; SCOTT, James, Stewart; MOSS, Thomas, Andrew; YANG, Bin; VARNES, Jeffrey, Gilbert; O’DONOVAN, Daniel, Hillebrand; NISSINK, Johannes, Wilhelmus, Maria; HUGHES, Samantha, Jayne; BARLAAM, Bernard, Christophe; WU, Dedong; BROO, Dan, Anders; (224 pag.)WO2018/19793; (2018); A1;,
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Electric Literature of 33420-52-9, 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 33420-52-9, name is 2,2-Difluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Trifluoromethanesulfonic anhydride (3.29 ml, 19.5 mmol) was added dropwise to a solution of 2,2-difluoropropan-1-ol (1.7 g, 18 mmol) in DCM (40 mL) at -10 C. (salt/ice bath). 2,6-Dimethylpyridine (2.5 mL, 21 mmol) was then added, and the reaction was stirred for 1 hour under these conditions. The reaction was then washed with water (*2), and the organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure (vacuum ?200 mbars) to afford 2,2-difluoropropyl trifluoromethanesulfonate (2.1 g, 52%) as a red oil. 1H NMR (400 MHz, CHLOROFORM-d, 27 C.) 4.48 (2H, t), 1.73 (3H, t).

According to the analysis of related databases, 33420-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AstraZeneca AB; BARLAAM, Bernard Christophe; O’DONOVAN, Daniel Hillebrand; HUGHES, Samantha Jayne; MOSS, Thomas Andrew; NISSINK, Johannes Wilhelmus Maria; SCOTT, James Stewart; YANG, Bin; (148 pag.)US2018/111931; (2018); A1;,
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Related Products of 33420-52-9, 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. 33420-52-9, name is 2,2-Difluoropropan-1-ol. A new synthetic method of this compound is introduced below.

2-Chloro-6-methylpyridine-3-carbonitrile (600 mg; 3.93 mmol) in 10 mL of N,N- dimethylformamide is cooled to 0C and sodium hydride (55% in mineral oil) (429 mg; 9.83 mmol) is added to the reaction mixture. After stirring for a few minutes, 2,2-difluoropropan-1- ol (453 mg; 4.72 mmol) is added and the reaction mixture is stirred for 2 hours at 50C. The reaction mixture is quenched with methanol, filtered and purified by reverse phase chromatography-HPLC (modifier: trifluoroacetic acid) Yield: 355 mg (43 % of theory) (0309) Mass spectrometry (ESI+): m/z = 213 [M+H]+ (0310) HPLC (Method 3): Retention time = 1.020 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TRIESELMANN, Thomas; GODBOUT, Cedrickx; HOENKE, Christoph; VINTONYAK, Viktor; (130 pag.)WO2019/149660; (2019); 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 33420-52-9, name is 2,2-Difluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of 2,2-difluoropropanol (500 mg, 5.2 mmol) and triethylamine (632 mg, 6.2 mmol) in dichloromethane (5 mL) was added trifluoromethanesulfonic anhydride (1.76 g, 6.2 mmol) at -50 C. The reaction mixture was stirred at -50 C. for 2 h and then diluted with dichloromethane (20 mL). The organic layer was washed with water (10 mL), 1 M citric acid (10 mL), saturated aqueous sodium bicarbonate (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure (water bath temperature 0 C.) to give the crude 2,2-difluoropropyl trifluoromethanesulfonate (600 mg, 51%) as a pink oil, used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 33420-52-9.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
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33420-52-9, 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 33420-52-9 as follows.

To a stirred solution of 5-{9-fluoro-6-methanesulfonyl-5-[(S)-oxan-4-yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-1-methyl-1H-1,2,3-triazole (31.0 mg, 0.0600 mmol) and 2,2-difluoropropan-2-ol (27.8 mg, 0.290 mmol) in NMP (0.30 mL) was added t-BuOK (25.9 mg, 0.230 mmol). This mixture was heated at 65 C. for 1 h and cooled to room temperature. The mixture was diluted with MeOH and purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19¡Á200 mm, 5-mum particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 5-[9-(2,2-difluoropropoxy)-6-methanesulfonyl-5-[(S)-oxan-4-yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl]-4-(2H3)methyl-1-methyl-1H-1,2,3-triazole (13.8 mg, 37%). 1H NMR (500 MHz, DMSO-d6) delta 8.60 (s, 1H), 8.29 (d, J=8.8 Hz, 1H), 7.74 (s, 1H), 7.56 (br d, J=7.7 Hz, 2H), 7.36-7.29 (m, 2H), 7.28-7.22 (m, 1H), 7.18 (d, J=8.9 Hz, 1H), 6.74 (s, 1H), 4.67 (br t, J=12.0 Hz, 2H), 3.86 (br d, J=15.1 Hz, 1H), 3.73 (s, 3H), 3.60-3.55 (m, 1H), 3.49 (br t, J=11.5 Hz, 1H), 3.33 (br d, J=11.8 Hz, 1H), 3.23-3.16 (m, 1H), 2.54 (s, 3H), 1.95 (br t, J=19.4 Hz, 3H), 1.69 (br d, J=10.8 Hz, 1H), 1.62-1.50 (m, 1H), 1.22 (br d, J=8.8 Hz, 1H), 0.43 (br d, J=12.0 Hz, 1H). LCMS: RT=1.731 min; (ES): m/z (M+H)+=613.15, LCMS: Column: Waters Acquity UPLC BEH C18, 2.1¡Á50 mm, 1.7-mum particles; Mobile Phase A: 5:95 acetonitrile:water with 10 mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10 mM ammonium acetate; Temperature: 50 C.; Gradient: 0-100% B over 3 min, then a 0.75-min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity at 220 nm: 95%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (2016); A1;,
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