2-Methoxyethylamine → [6,7-Dimethoxy-4-(2-methoxy-ethylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester

HRID 14655

반응식

HRID 14655 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[C:13]([C:24]([OH:26])=O)=[CH:12][N:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(P(C#N)(CC)=O)C.[CH3:35][O:36][CH2:37][CH2:38][NH2:39]>>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[C:13]([C:24](=[O:26])[NH:39][CH2:38][CH2:37][O:36][CH3:35])=[CH:12][N:11]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 3

HCID 80182-MethoxyethylamineHCID 13586794DiethylphosphorylcyanideHCID 593410711-(tert-Butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid

생성물 1

HCID 68613466[6,7-Dimethoxy-4-(2-methoxy-ethylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester수율 49%

실험 절차

As described in example 1E, 1-(tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid (80 mg, 0.22 mmol), diethylphosphoryl cyanide (54 mg, 0.33 mmol), and 2-methoxy ethylamine (25 mg, 0.33 mmol) were reacted to give [6,7-dimethoxy-4-(2-methoxy-ethylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester (45 mg, 49%): 1H NMR (CDCl3) δ 1.50 (s, 9H), 3.41 (s, 3H), 3.62-3.64 (m, 2H), 3.72-3.76 (m, 2H), 4.03 (s, 6H), 4.89 (d, 2H), 6.19 (s, 1H), 6.47 (s, 1H), 7.34 (s, 1H), 7.85 (s, 1H), 8.47 (s, 1H); MS (APCI) m/z 419.9 [M+1]+.

후처리

  1. customwere reacted

출처 및 근거

ORD 기록
ord-2dfc7919f043482eb755ecea18b88215
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732446B1

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