Sodium borohydride → N-((R)-2-(3-(4-cyano-3,5-difluorophenyl)-1H-pyrazol-1-yl)propyl)-5-(1-hydroxyethyl)isoxazole-3-carboxamide

HRID 872776노트

반응식

HRID 872776 반응식
[C:1]([C:4]1[O:8][N:7]=[C:6]([C:9]([NH:11][CH2:12][C@H:13]([N:15]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[C:24]([F:26])[C:23]([C:27]#[N:28])=[C:22]([F:29])[CH:21]=3)=[N:16]2)[CH3:14])=[O:10])[CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>>[C:27]([C:23]1[C:24]([F:26])=[CH:25][C:20]([C:17]2[CH:18]=[CH:19][N:15]([C@H:13]([CH3:14])[CH2:12][NH:11][C:9]([C:6]3[CH:5]=[C:4]([CH:1]([OH:3])[CH3:2])[O:8][N:7]=3)=[O:10])[N:16]=2)=[CH:21][C:22]=1[F:29])#[N:28]

참가 물질

3

반응물 2

HCID 4311764Sodium borohydrideHCID 70656377(R)-5-acetyl-N-(2-(3-(4-cyano-3,5-difluorophenyl)-1H-pyrazol-1-yl)propyl) isoxazole-3-carboxamide

생성물 1

HCID 70656198N-((R)-2-(3-(4-cyano-3,5-difluorophenyl)-1H-pyrazol-1-yl)propyl)-5-(1-hydroxyethyl)isoxazole-3-carboxamide수율 82.4%

실험 절차

(R)-5-acetyl-N-(2-(3-(4-cyano-3,5-difluorophenyl)-1H-pyrazol-1-yl)propyl)isoxazole-3-carboxamide (0.047 g, 0.136 mmol) of Example 226 was reacted with sodium borohydride (0.010 g, 0.272 mmol) using the method described in Example 84. Yield of the title compound 0.045 g. 1H NMR (400 MHz; MeOD): δ 1.50 (dd, 3H), 1.59 (d, 3H), 3.75 (m, 2H), 4.93 (m, 1H), 6.53 (m, 1H), 6.79 (d, 1H), 7.67 (m, 2H), 7.73 (d, 1H).

출처 및 근거

ORD 기록
ord-3bdb06bef41248c3bf2f2ac5374acd78
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975254B2

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