Potassium Carbonate → 2-[(E)-3-(6-acetamidopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(2-methoxy-1-methyl-1H-benzimidazol-4-yloxymethyl)phenyl]pyrrole

HRID 1699191ノート

反応式

HRID 1699191 の反応式
[OH:1][C:2]1[C:10]2[N:9]=[C:8]([O:11][CH3:12])[N:7](C)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:14]([NH:17][C:18]1[N:23]=[CH:22][C:21](/[CH:24]=[CH:25]/[C:26]([NH:28][CH2:29][C:30]2[N:31]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[C:37]([CH2:42]OS(C)(=O)=O)[C:36]=3[Cl:48])[CH:32]=[CH:33][CH:34]=2)=[O:27])=[CH:20][CH:19]=1)(=[O:16])[CH3:15].[C:49](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:14]([NH:17][C:18]1[N:23]=[CH:22][C:21](/[CH:24]=[CH:25]/[C:26]([NH:28][CH2:29][C:30]2[N:31]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[C:37]([CH:42]([O:1][C:2]4[C:10]5[N:9]=[C:8]([O:11][CH3:12])[NH:7][C:6]=5[CH:5]=[CH:4][CH:3]=4)[CH3:49])[C:36]=3[Cl:48])[CH:32]=[CH:33][CH:34]=2)=[O:27])=[CH:20][CH:19]=1)(=[O:16])[CH3:15]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 106548994-hydroxy-2-methoxy-1-methyl-1H-benzimidazoleHCID 183217612-[(E)-3-(6-acetamidopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(methanesulfonyloxymethyl)phenyl]pyrrole

生成物 1

HCID 183218612-[(E)-3-(6-acetamidopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(2-methoxy-1-methyl-1H-benzimidazol-4-yloxymethyl)phenyl]pyrrole収率 23.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-hydroxy-2-methoxy-1-methyl-1H-benzimidazole (47.4 mg), 2-[(E)-3-(6-acetamidopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(methanesulfonyloxymethyl)phenyl]pyrrole (143 mg) and potassium carbonate (110 mg) in N,N-dimethylformamide (4 ml) was stirred at ambient temperature for 3.5 days. The mixture was partitioned between chloroform and water. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography (chloroform:methanol=9:1, V/V) to give 2-[(E)-3-(6-acetamidopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(2-methoxy-1-methyl-1H-benzimidazol-4-yloxymethyl)phenyl]pyrrole (39 mg) as colorless crystals.

後処理

  1. customThe mixture was partitioned between chloroform and water
  2. dry with materialThe separated organic layer was dried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was purified by preparative thin layer chromatography (chloroform:methanol=9:1, V/V)

出典と根拠

ORDレコード
ord-03a62331a1d544b2890db77bc3bd84a1
出典データセット
uspto-grants-2002_02
特許番号
US06344462B1

反応ノート

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