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醋酸 → 2-(4-Iodo-2-methoxy-pyridin-3-yl)-4-methyl-6-(1-methyl-piperidin-4-yl)-1H-1,3,6-triaza-s-indacene-5,7-dione

HRID 561908
笔记
打印预览

反应方程式

HRID 561908 反应方程式
[NH2:1][C:2]1[C:3]([CH3:21])=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[C:7](=[O:12])[N:6]([CH:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)[C:5]2=[O:20].CC(O)=O.[I:26][C:27]1[C:32]([CH:33]=O)=[C:31]([O:35][CH3:36])[N:30]=[CH:29][CH:28]=1>CO>[I:26][C:27]1[CH:28]=[CH:29][N:30]=[C:31]([O:35][CH3:36])[C:32]=1[C:33]1[NH:11][C:10]2[C:2]([N:1]=1)=[C:3]([CH3:21])[C:4]1[C:5](=[O:20])[N:6]([CH:13]3[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18]3)[C:7](=[O:12])[C:8]=1[CH:9]=2
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

5

反应物 3

HCID 176醋酸HCID 100383814-碘-2-甲氧基吡啶-3-甲醛HCID 597617275,6-Diamino-4-methyl-2-(1-methyl-piperidin-4-yl)-isoindole-1,3-dione

产物 1

HCID 597620172-(4-Iodo-2-methoxy-pyridin-3-yl)-4-methyl-6-(1-methyl-piperidin-4-yl)-1H-1,3,6-triaza-s-indacene-5,7-dione收率 47.2%

试剂、催化剂与溶剂 1

HCID 887Methanol溶剂

反应条件

温度
60 °C

实验过程

To a solution of 5,6-Diamino-4-methyl-2-(1-methyl-piperidin-4-yl)-isoindole-1,3-dione (1.7 g, 5.90 mmol) in MeOH (50 mL) were added AcOH (3 mL) and 4-iodo-2-methoxynicotinaldehyde (1.55 g, 5.90 mmol) and the resulting mixture was heated at 60° C. for overnight. The reaction mixture was evaporated in vacuo and the residue was purified by flash chromatography (5-10% (6% NH3 in MeOH)/CHCl3) to afford 2-(4-Iodo-2-methoxy-pyridin-3-yl)-4-methyl-6-(1-methyl-piperidin-4-yl)-1H-1,3,6-triaza-s-indacene-5,7-dione (1.48 g, 47%) as a yellow solid.

后处理

  1. customThe reaction mixture was evaporated in vacuo
  2. customthe residue was purified by flash chromatography (5-10% (6% NH3 in MeOH)/CHCl3)

来源与证据

ORD记录
ord-c13755a180da485781ab2f04436d6135
来源数据集
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08063225B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记