1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-[(R)-3-(2-{4-[1-(2-Ethoxy-ethyl)-1H-benzoimidazol-2-yl]-[1,4]diazepan-1-yl}-ethyl)-3-phenyl-pyrrolidin-1-yl]-1-[5-(3-methanesulfonyl-[1,2,4]triazol-4-yl)-2-methoxy-phenyl]-methanone

HRID 2230747ノート

反応式

HRID 2230747 の反応式
[CH3:1][S:2]([C:5]1[N:9]([C:10]2[CH:11]=[CH:12][C:13]([O:19][CH3:20])=[C:14]([CH:18]=2)[C:15]([OH:17])=O)[CH:8]=[N:7][N:6]=1)(=[O:4])=[O:3].Cl.Cl.[CH2:23]([O:25][CH2:26][CH2:27][N:28]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[N:30]=[C:29]1[N:37]1[CH2:43][CH2:42][CH2:41][N:40]([CH2:44][CH2:45][C@:46]2([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[CH2:50][CH2:49][NH:48][CH2:47]2)[CH2:39][CH2:38]1)[CH3:24].O.ON1C2C=CC=CC=2N=N1.CN(C)CCCN=C=NCC.C(N(C(C)C)CC)(C)C>ClCCl.CO>[CH2:23]([O:25][CH2:26][CH2:27][N:28]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[N:30]=[C:29]1[N:37]1[CH2:43][CH2:42][CH2:41][N:40]([CH2:44][CH2:45][C@:46]2([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[CH2:50][CH2:49][N:48]([C:15]([C:14]3[CH:18]=[C:10]([N:9]4[CH:8]=[N:7][N:6]=[C:5]4[S:2]([CH3:1])(=[O:3])=[O:4])[CH:11]=[CH:12][C:13]=3[O:19][CH3:20])=[O:17])[CH2:47]2)[CH2:39][CH2:38]1)[CH3:24]

参加物

8

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 184644745-(3-Methanesulfonyl-[1,2,4]triazol-4-yl)-2-methoxy-benzoic acidHCID 701481071-(2-ethoxy-ethyl)-2-{4-[2-((S)-3-phenyl-pyrrolidin-3-yl)-ethyl]-[1,4]diazepan-1-yl}-1H-benzoimidazole dihydrochloride

生成物 1

HCID 599022671-[(R)-3-(2-{4-[1-(2-Ethoxy-ethyl)-1H-benzoimidazol-2-yl]-[1,4]diazepan-1-yl}-ethyl)-3-phenyl-pyrrolidin-1-yl]-1-[5-(3-methanesulfonyl-[1,2,4]triazol-4-yl)-2-methoxy-phenyl]-methanone収率 20.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

Condense 5-(3-methanesulfonyl-[1,2,4]triazol-4-yl)-2-methoxy-benzoic acid (0.125 g, 0.42 mmol) and 1-(2-ethoxy-ethyl)-2-{4-[2-((S)-3-phenyl-pyrrolidin-3-yl)-ethyl]-[1,4]diazepan-1-yl}-1H-benzoimidazole dihydrochloride (0.23 g, 0.42 mmol) in the presence of 1-hydroxybenzotriazole hydrate (0.062 g, 0.51 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (0.97 g, 0.51 mmol), diisopropylethylamine (0.22 mL, 1.26 mmol), and dichloromethane (15 mL) as described for the preparation of Example 124 to afford 0.065 g of the title compound, Rf=0.28 (silica gel, 10% methanol in dichloromethane). The compound may be converted to the dihydrochloride salt by methods well known in the art.

後処理

  1. customas described for the preparation of Example 124

出典と根拠

ORDレコード
ord-839a562419514289a2c889ad85fbfcc7
出典データセット
uspto-grants-2002_07
特許番号
US06423704B1

反応ノート

読み込み中…