Tert-butyl 4-(4-(2-amino-3-carbamoyl-5-chlorophenylcarbamoyl)phenyl)piperidine-1-carboxylate → 6-chloro-2-(4-piperidin-4-ylphenyl)-1H-benzimidazole-4-carboxamide

HRID 2366474ノート

反応式

HRID 2366474 の反応式
[NH2:1][C:2]1[C:7]([C:8](=[O:10])[NH2:9])=[CH:6][C:5]([Cl:11])=[CH:4][C:3]=1[NH:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([CH:21]2[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]2)=[CH:17][CH:16]=1)=O>C(O)(=O)C>[Cl:11][C:5]1[CH:6]=[C:7]([C:8]([NH2:9])=[O:10])[C:2]2[N:1]=[C:13]([C:15]3[CH:16]=[CH:17][C:18]([CH:21]4[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]4)=[CH:19][CH:20]=3)[NH:12][C:3]=2[CH:4]=1

参加物

3

反応物 1

HCID 69262008Tert-butyl 4-(4-(2-amino-3-carbamoyl-5-chlorophenylcarbamoyl)phenyl)piperidine-1-carboxylate

生成物 1

HCID 166660946-chloro-2-(4-piperidin-4-ylphenyl)-1H-benzimidazole-4-carboxamide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of EXAMPLE 74A (60 mg) in acetic acid (5 mL) at reflux was stirred for 60 minutes and concentrated. The concentrate was purified by chromatography on silica gel with 10% methanol/dichloromethane. 1H NMR (DMSO-d6) δ 9.24 (s, 1H), 8.22 (d, J=7.98 Hz, 2H), 7.96 (s, 1H), 7.75-7.84 (m, 2H), 7.46 (d, J=8.29 Hz, 2H), 3.41 (d, J=12.27 Hz, 2H), 2.99-3.08 (m, 2H), 2.96 (t, J=3.53 Hz, 1H), 2.01 (d, J=12.27 Hz, 2H), 1.79-1.90 (m, 2H).

後処理

  1. concentrationconcentrated
  2. customThe concentrate was purified by chromatography on silica gel with 10% methanol/dichloromethane

出典と根拠

ORDレコード
ord-b931a553e86847c68a79d48efa0ced5f
出典データセット
uspto-grants-2014_04
特許番号
US08697736B2

反応ノート

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