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Benzenesulfonamide → 3-{(5-oxo-1-(3-{(benzylamino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}-N-(phenylsulfonyl)-3-(3-pyridyl)propanamide

HRID 22892
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HRID 22892 반응식
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([NH:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:15])[CH:8]=2)[CH2:5][CH:4]([C:24]([NH:26][CH:27]([C:32]2[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=2)[CH2:28][C:29]([OH:31])=O)=[O:25])[CH2:3]1.[C:38]1([S:44]([NH2:47])(=[O:46])=[O:45])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.Cl.C(N=C=NCCCN(C)C)C>CN(C)C1C=CN=CC=1.C(Cl)Cl>[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([NH:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:15])[CH:8]=2)[CH2:5][CH:4]([C:24]([NH:26][CH:27]([C:32]2[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=2)[CH2:28][C:29]([NH:47][S:44]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)(=[O:46])=[O:45])=[O:31])=[O:25])[CH2:3]1
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참가 물질

6

반응물 3

HCID 7370BenzenesulfonamideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 225918003-{(5-Oxo-1-(3-{(benzylamino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}-3-(3-pyridyl)propanoic acid

생성물 1

HCID 121350873-{(5-oxo-1-(3-{(benzylamino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}-N-(phenylsulfonyl)-3-(3-pyridyl)propanamide

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매

실험 절차

A suspension of 3-{(5-oxo-1-(3-{(benzylamino)carbonylamino}phenyl)pyrrolidin-3-yl)carbonylamino}-3-(3-pyridyl)propanoic acid (60 mg, 0.11 mmol), benzenesulfonamide (Aldrich, 18 mg, 0.11 mmol), 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride (22 mg, 0.11 mmol), and dimethyl-4-pyridylamine (Aldrich, 0.22 mmol) in CH2Cl2 (5 mL) was stirred at room temperature for 2 days. A white solid was filtered and further purified by preparative HPLC. The title compound was obtained as a white solid. MS (ES+): 643 (M+H)+; (ES−): 641 (M−H)−.

후처리

  1. filtrationA white solid was filtered
  2. customfurther purified by preparative HPLC

출처 및 근거

ORD 기록
ord-64de064dac864013aed39b5a4115ee3d
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06849639B2

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