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Dimethyl Sulfoxide → 10-[(2'-Methoxy-1,1'-biphenyl-4-YL)carbonyl]-N-[(2-phenoxypyridin-3-YL)methyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide

HRID 2244206
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HRID 2244206 반응식
ClC(Cl)(Cl)[C:3]([C:5]1[N:14]2[C:8]([CH2:9][N:10]([C:19]([C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[O:33][CH3:34])=[CH:23][CH:22]=3)=[O:20])[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13]2)=[CH:7][CH:6]=1)=[O:4].[Cl-].[O:38]([C:45]1[C:50]([CH2:51][NH3+:52])=[CH:49][CH:48]=[CH:47][N:46]=1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.C(N(CC)CC)C.CS(C)=O>C(#N)C>[CH3:34][O:33][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[C:24]1[CH:23]=[CH:22][C:21]([C:19]([N:10]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13][N:14]3[C:5]([C:3]([NH:52][CH2:51][C:50]4[C:45]([O:38][C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=5)=[N:46][CH:47]=[CH:48][CH:49]=4)=[O:4])=[CH:6][CH:7]=[C:8]3[CH2:9]2)=[O:20])=[CH:26][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 160384072,2,2-trichloro-1-{10-[(2'-methoxy-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanoneHCID 866096892-Phenoxy-pyridin-3-ylmethyl-ammonium chloride

생성물 1

HCID 1595308210-[(2'-Methoxy-1,1'-biphenyl-4-YL)carbonyl]-N-[(2-phenoxypyridin-3-YL)methyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide
수율 26.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The title compound was prepared according to the procedure of Example 6, Step D, from 2,2,2-trichloro-1-{10-[(2′-methoxy-1,1′-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone (0.20 g, 0.379 mmol), 2-phenoxy-pyridin-3-ylmethyl-ammonium chloride (0.192 g, 0.78 mmol), triethylamine (0.112 g, 0.8 mmol), dimethylsulfoxide (0.131 mL, 1.85 mmol), and acetonitrile (5 mL). The crude material was purified by hplc using the following conditions: solvent system, 65:35 acetonitrile:water (0.1% trifluoroacetic acid); Primesphere 10 C18, 250 by 50 mm column; flow rate 100 mL/min) to provide the title compound (0.062 g) as a white solid.

후처리

  1. customThe title compound was prepared
  2. customThe crude material was purified by hplc

출처 및 근거

ORD 기록
ord-cf7ba76a442340059aa3a59af4ea7cde
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07678787B2

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