3,5-Bis(trifluoromethyl)hydrocinnamic acid → N-[(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-3-(3,5-bis-trifluoromethyl-phenyl)-N-(4-pentyl-benzyl)-propionamide

HRID 563138

반응식

HRID 563138 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:36])[C@@H:15]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:27][CH:26]=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:37][C:38]([F:55])([F:54])[C:39]1[CH:40]=[C:41]([CH:47]=[C:48]([C:50]([F:53])([F:52])[F:51])[CH:49]=1)[CH2:42][CH2:43][C:44](O)=[O:45]>>[CH2:16]([C@H:15]([N:23]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:29][CH:30]=1)[C:44](=[O:45])[CH2:43][CH2:42][C:41]1[CH:47]=[C:48]([C:50]([F:51])([F:52])[F:53])[CH:49]=[C:39]([C:38]([F:54])([F:55])[F:37])[CH:40]=1)[C:14]([N:11]1[CH2:10][CH2:9][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:13][CH2:12]1)=[O:36])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

3

반응물 2

HCID 12680983,5-Bis(trifluoromethyl)hydrocinnamic acidHCID 598082551-(4-benzyl-piperazin-1-yl)-(S)-2-(4-pentyl-benzylamino)-3-phenyl-propan-1-one

생성물 1

HCID 16226429N-[(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-3-(3,5-bis-trifluoromethyl-phenyl)-N-(4-pentyl-benzyl)-propionamide수율 82%

실험 절차

Acylation of 1-(4-benzyl-piperazin-1-yl)-(S)-2-(4-pentyl-benzylamino)-3-phenyl-propan-1-one (43.5 mg, 0.09 mmol) according to the procedure described for the preparation of Example 1 with 3,5-bis-trifluoromethyl-hydrocinnamic acid (28.33 mg, 0.099 mmol) gave 55.5 mg (82%) of N—[(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-3-(3,5-bis-trifluoromethyl-phenyl)-N-(4-pentyl-benzyl)-propionamide. LC-MS: tR=1.05 min; [M+H]+=752.45.

출처 및 근거

ORD 기록
ord-b1f71e6e67aa4067a5292a7441af3c33
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067419B2

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