反应 #45490

ord-d6fecd8d8f3640a285b8f4737f16cb32

反应方程式

COc1cc(-c2csc3c(C(=O)NC4CCNC4)cnc(N)c23)ccc1NC(=O)c1cc2ccccc2n1C
4-Amino-3-(3-methoxy-4-{[(1-methyl-1H-indol-2-yl)carbonyl]amino}phenyl)-N-pyrrolidin-3-ylthieno[3,2-c]pyridine-7-carboxamide
CC(=O)O
acetic acid
O=C([O-])[O-]
carbonate
COc1cc(-c2csc3c(C(=O)NC4CCN(C(C)=O)C4)cnc(N)c23)ccc1NC(=O)c1cc2ccccc2n1C
title compound
COc1cc(-c2csc3c(C(=O)NC4CCN(C(C)=O)C4)cnc(N)c23)ccc1NC(=O)c1cc2ccccc2n1C
N-(1-acetylpyrrolidin-3-yl)-4-amino-3-(3-methoxy-4-{[(1-methyl-1H-indol-2-yl)carbonyl]amino}phenyl)thieno[3,2-c]pyridine-7-carboxamide

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The mixture was then filtered
  2. 2
    其他solvent removed in vacuo
  3. 3
    其他The product was purified via flash chromatography

实验过程

4-Amino-3-(3-methoxy-4-{[(1-methyl-1H-indol-2-yl)carbonyl]amino}phenyl)-N-pyrrolidin-3-ylthieno[3,2-c]pyridine-7-carboxamide (100 mg, 0.185 mmol) and acetic acid (9.6 μL, 0.168 mmol) were treated according to General Procedure D. MP-carbonate (184 mg, 0.504 mmol) was added and mixture placed on shaker for 20 hours. The mixture was then filtered and solvent removed in vacuo. The product was purified via flash chromatography to furnish the title compound as a off-white powder. (3.2 mg, 0.0051 mmol): LCMS (Conditions b): MH+=583, Rt=2.85 minutes; 1H NMR (DMSO-d6, 400 MHz) δ 9.50 (1 H), 8.62 (1 H), 8.54 (1 H), 8.00 (1 H), 7.71 (1 H), 7.59 (2 H), 7.35 (2 H), 7.19 (1 H), 7.15 (1 H), 7.06 (1 H), 6.04 (2 H), 4.46-4.56 (1 H), 4.04 (3 H), 3.91 (3 H), 3.80 (1 H), 3.61 (1 H), 3.50 (1 H), 3.39 (1 H), 2.00-2.22 (2 H), 1.96 (3 H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07737160B2uspto-grants-2010_06