Application of 3,3,3-Trifluoropropan-1-ol

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference of 2240-88-2, Adding some certain compound to certain chemical reactions, such as: 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol,molecular formula is C3H5F3O, 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 2240-88-2.

(S)-tert-Butyl2-((5-fluoro-4-hydroxy-2-methoxybenzyl)carbamoyl)pyrrolidine-1-carboxylate ( 400 mg, 1.086 mmol, see example 1 ), triphenylphosphine (575 mg, 2.172mmol) and 3,3,3-trifluoropropan-1-ol (0.144 mL, 1.629 mmol) were dissolved in THF (12 mL) under inert atmosphere. The reaction mixture was cooled to -10°C and DIAD(0.444 mL, 2.172 mmol) was added dropwise via syringe and stirring at -1 0°C continuedfor 2h. Subsequently the cooling bath was removed and the reaction mixture stirredat room temperature over the weekend. Since the reaction was not complete, additionaltriphenylphosphine (575 mg, 2.172 mmol), 3,3,3-trifluoropropan-1-ol (0.144 mL, 1.629 mmol) and DIAD (0.444 mL, 2.172 mmol) were added to the reaction mixture at -5°Cand the reaction stirred at room temperature overnight. Since the reaction was still incomplete,once again DIAD (0.444 mL, 2.172 mmol) was added at -5°C and the reaction stirred at room temperature overnight. Water was added, the reaction mixture extractedthree times with ethyl acetate, the organic phases were combined and dried oversodium sulfate. Evaporation of the solvent and purification of the raw material by columnchromatography resulted in (S)-tert-butyl 2-((5-fluoro-2-methoxy-4-(3,3,3-trifluoropropoxy)benzyl)carbamoyl)pyrrolidine-1-carboxylate (180 mg; yield 37percent)BOC deprotection and subsequent salt formation was performed as described in example1 resulting in (2S)-N-[[5-fluoro-2-methoxy-4-(3,3,3-trifluoropropoxy)phenyl]methyl]pyrrolidine-2-carboxamide fumarate as white powder after lyophilization.LC-MS (M/Z [M+Ht): 365.2 1HNMR (500 MHz, methanol-d4) 8 7.03 (d, J= 11.5 Hz, 1H), 6.74 (d, J= 7.0 Hz, 1H),6.68 (s, 2H), 4.36, 4.31 (ABq, J = 14.8 Hz, 2H), 4.30 (t, J = 6.1 Hz, 2H), 4.23 (dd, J =8.4, 6.8 Hz, 1H), 3.85 (s, 3H), 3.39 (dt, J = 11.4, 7.0 Hz, 1H), 3.35- 3.27 (m, 1H), 2.76-2.63 (m, 2H), 2.45-2.34 (m, 1H), 2.08- 1.92 (m, 3H).

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE DEUTSCHLAND GMBH & CO. KG; ABBVIE INC.; BACKFISCH, Gisela; BAKKER, Margaretha; BLACK, Lawrence; BRAJE, Wilfried; DRESCHER, Karla; ERHARD, Thomas; HAUPT, Andreas; HOFT, Carolin; KLING, Andreas; LAKIS, Viktor; MACK, Helmut; RELO, Ana Lucia; (111 pag.)WO2018/175449; (2018); A1;,
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