Sodium borohydride → Methyl [3,5-bis(trifluoromethyl)benzyl]{[5'-(hydroxymethyl)-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}carbamate

HRID 217529노트

반응식

HRID 217529 반응식
[BH4-].[Na+].[F:3][C:4]([F:43])([F:42])[C:5]1[CH:6]=[C:7]([CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=1)[CH2:8][N:9]([CH2:14][C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:16]=1[C:25]1[CH:30]=[C:29]([CH:31]=[O:32])[CH:28]=[CH:27][C:26]=1[O:33][CH3:34])[C:10](=[O:13])[O:11][CH3:12]>CO>[F:3][C:4]([F:42])([F:43])[C:5]1[CH:6]=[C:7]([CH:35]=[C:36]([C:38]([F:40])([F:39])[F:41])[CH:37]=1)[CH2:8][N:9]([CH2:14][C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:16]=1[C:25]1[CH:30]=[C:29]([CH2:31][OH:32])[CH:28]=[CH:27][C:26]=1[O:33][CH3:34])[C:10](=[O:13])[O:11][CH3:12]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 11699919Methyl [3,5-bis(trifluoromethyl)benzyl]{[5'-formyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}carbamate

생성물 1

HCID 11585167Methyl [3,5-bis(trifluoromethyl)benzyl]{[5'-(hydroxymethyl)-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}carbamate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (9.9 mg, 0.262 mmol) was added to a solution of methyl [3,5-bis(trifluoromethyl)benzyl]{[5′-formyl-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}carbamate (Example 73, 78 mg, 0.131 mmol) in methanol at room temperature. The reaction was stirred for one hour, then solvent was removed in vacuo. The title compound was obtained by column chromatography using 3:7 acetone/hexane. 1H NMR (CDCl3, 500 MHz) δ 7.25 (s, 1H), 7.30-7.62 (m, 6H), 7.08 (m, 1H), 6.94 (m, 1H), 4.64 (s, 2H), 4.15-4.40 (m, 4H), 3.64-3.74 (m, 6H). LC-MS (M-17) 578.0 (4.09 min).

후처리

  1. customsolvent was removed in vacuo

출처 및 근거

ORD 기록
ord-b70b6b2b66494c6eac409f46857c2c4e
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193365B2

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