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N-bromobutanimide → ethyl 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-bromothiazole-4-carboxylate

HRID 1518290
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HRID 1518290 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]([C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[CH2:21][N:20]([C:23]1[S:24][CH:25]=[C:26]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[N:27]=1)[CH2:19][CH2:18]2)=[O:12].C1C(=O)N([Br:40])C(=O)C1>C(#N)C>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]([C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[CH2:21][N:20]([C:23]1[S:24][C:25]([Br:40])=[C:26]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[N:27]=1)[CH2:19][CH2:18]2)=[O:12]
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참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 59447601ethyl 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)thiazole-4-carboxylate

생성물 1

HCID 59447489ethyl 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-bromothiazole-4-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To compound 34A in acetonitrile was added 1.05 eq of NBS. The reaction mixture was stirred at rt for 2 hours. The solvent was removed, and the residue was purified by column chromatography on silica gel eluting with 3:2 hexanes/EtOAc to provide the desired product: MS (ESI(+)): 544 (M+H).

후처리

  1. customThe solvent was removed
  2. customthe residue was purified by column chromatography on silica gel eluting with 3:2 hexanes/EtOAc

출처 및 근거

ORD 기록
ord-bd5ee97347134643bc0aca46c9f739e9
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232273B2

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