Tetrahydrofuran → N-biphenyl-2-yl-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-acetamide

HRID 1267513노트

반응식

HRID 1267513 반응식
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([CH2:13][C:14]([OH:16])=O)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.O1CCCC1.[C:24]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[NH:30][CH3:31]>>[C:24]1([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]([CH3:31])[C:14](=[O:16])[CH2:13][C:5]1[CH:6]=[C:7]([C:9]([F:12])([F:10])[F:11])[CH:8]=[C:3]([C:2]([F:1])([F:17])[F:18])[CH:4]=1

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 1235873,5-Bis(trifluoromethyl)phenylacetic acidHCID 12246986N-Methylbiphenyl-2-amine

생성물 1

HCID 18546495N-biphenyl-2-yl-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-acetamide수율 46%

실험 절차

To a solution of 272 mg (1.0 mmol) 3,5-bis(trifluoromethyl)phenylacetic acid in 1 ml tetrahydrofuran 162 mg (1.0 mmol) 1,1′-carbonyldiimidazole was added in one portion at 0°. The reaction mixture was stirred for 2 hrs at room temperature and 147 mg (0.8 mmol) biphenyl-2-yl-methyl-amine was added. Stirring was continued for 3 days at room temperature. The reaction mixture was evaporated and the residue was purified by chromatography (SiO2, hexane/ethyl acetate 3:1) to give 160 mg (46%) N-biphenyl-2-yl-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-acetamide as white crystals, MS (ISP): 438.2 (M+H)+.

후처리

  1. stirringStirring
  2. waitwas continued for 3 days at room temperature
  3. customThe reaction mixture was evaporated
  4. customthe residue was purified by chromatography (SiO2, hexane/ethyl acetate 3:1)

출처 및 근거

ORD 기록
ord-c14c6db555d34f5c90c953f0f1bdc8a5
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06552088B2

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