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 2366474노트

반응식

HRID 2366474 반응식
[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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-b931a553e86847c68a79d48efa0ced5f
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697736B2

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