Diisopropylethylamine → ethyl (2S)-2-(2-{4-[(2S)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}acetylamino)-2-(4-fluorophenyl)acetate

HRID 2217174

반응식

HRID 2217174 반응식
Cl[CH2:2][C:3]([NH:5][C@@H:6]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4].[CH3:19][C:20]1[S:21][C:22]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C@@H:31]([OH:39])[CH2:32][N:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[CH:25][C:23]=2[N:24]=1.C(N(C(C)C)CC)(C)C>C(O)C>[OH:39][C@H:31]([CH2:30][O:29][C:26]1[CH:27]=[CH:28][C:22]2[S:21][C:20]([CH3:19])=[N:24][C:23]=2[CH:25]=1)[CH2:32][N:33]1[CH2:34][CH2:35][N:36]([CH2:2][C:3]([NH:5][C@@H:6]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4])[CH2:37][CH2:38]1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 58595334(2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-olHCID 58719661Ethyl (2S)-2-(2-chloroacetylamino)-2-(4-fluorophenyl)acetate

생성물 1

HCID 58719662ethyl (2S)-2-(2-{4-[(2S)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}acetylamino)-2-(4-fluorophenyl)acetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl (2S)-2-(2-chloroacetylamino)-2-(4-fluorophenyl)acetate (400 mg, 1.46 mmol), (2S)-3-(2-methylbenzothiazol-5-yloxy)-1-piperazinylpropan-2-ol (560 mg, 1.46 mmol), and 1.26 ml diisopropylethylamine (7.3 mmol) was refluxed in ethanol for 24 hours. Solvent was removed under reduced pressure, and the residue purified by Prep TLC, to provide ethyl (2S)-2-(2-{4-[(2S)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}acetylamino)-2-(4-fluorophenyl)acetate.

후처리

  1. customSolvent was removed under reduced pressure
  2. customthe residue purified by Prep TLC

출처 및 근거

ORD 기록
ord-cf8f612187a2441ca45db2e36e1b938e
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407960B2

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