Reference of 304693-66-1, 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. 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde, molecular formula is C6H3F3N2O, 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.
Step B: (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methyl-N-((2-(trifluoromethyl)pyrimidin-5-yl)methyl)cyclopentylamine To a solution of ethyl 2-(trifluoromethyl)pyrimidine-5-carboxylate (0.750 g, 2.73 mmol) in toluene (13.6 mL) at about -78 C. was added DIBAL-H (1M in cyclohexane, 3.30 mL, 3.30 mmol) over about 15 min and the reaction was left stirring at about -78 C. for about 1 h. The reaction was quenched with the slow addition of 2N aqueous HCl (13.6 mL) and the reaction was warmed to ambient temperature. The reaction mixture was extracted with ether (3*15 mL) and the combined organics were dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure to give crude 2-(trifluoromethyl)pyrimidine-5-carbaldehyde. To a mixture of (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentylamine (0.112 g, 0.437 mmol, Example No.1, Step D) and 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (0.100 g, 0.568 mmol) in DCE (1.00 mL) and MeOH (1.00 mL) was added acetic acid (0.038 mL, 0.655 mmol) and sodium triacetoxyborohydride (0.139 g, 0.655 mmol). The reaction was left stirring at ambient temperature for about 3 h. The reaction was concentrated under reduced pressure and the residue was taken up in DCM and saturated aqueous NaHCO3 (10 mL each). The layers were separated and the aqueous phase was extracted with DCM (2*10 mL) and EtOAc (10 mL). The combined organics were dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude material was purified by silica gel chromatography eluting with 0-10% MeOH in DCM to give (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methyl-N-((2-(trifluoromethyl)pyrimidin-5-yl)methyl)cyclopentylamine (0.035 g, 19%) as an off-white solid; LC/MS (Table 1, Method a) Rt=1.28 min; MS m/z: 416 (M+H)+. Jak3 IC50=C
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 304693-66-1, 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde.
Reference:
Patent; ABBVIE INC.; Wishart, Neil; Bonafoux, Dominique F.; Frank, Kristine E.; Hobson, Adrian D.; Konopacki, Donald B.; Martinez, Gloria Y.; Wang, Lu; US2013/72470; (2013); A1;,
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