碳酸钾 → 3-(6-methoxy-2-(methylthio)pyrimidin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

HRID 68331笔记

反应方程式

HRID 68331 反应方程式
Cl[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([S:10][CH3:11])[N:3]=1.[C:12]1([S:18]([N:21]2[C:25]3=[N:26][CH:27]=[CH:28][CH:29]=[C:24]3[C:23](B3OC(C)(C)C(C)(C)O3)=[CH:22]2)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(COC)OC.CN(C)C=O>[CH3:9][O:8][C:6]1[N:5]=[C:4]([S:10][CH3:11])[N:3]=[C:2]([C:23]2[C:24]3[C:25](=[N:26][CH:27]=[CH:28][CH:29]=3)[N:21]([S:18]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)(=[O:20])=[O:19])[CH:22]=2)[CH:7]=1

参与物

6

反应物 3

HCID 11430碳酸钾HCID 98369996-甲氧基-2-甲硫基-4-氯嘧啶HCID 455881371-苯磺酰基吡咯并吡啶-3-硼酸酯

产物 1

HCID 668890553-(6-methoxy-2-(methylthio)pyrimidin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

试剂、催化剂与溶剂 2

HCID 11979704四三苯基膦钯催化剂HCID 18463208dimethoxyethane N,N-dimethylformamide溶剂

反应条件

温度
85 °C

实验过程

A mixture of 4-chloro-6-methoxy-2-(methylthio)pyrimidine (10.2 g, 53.7 mmol), 1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (18.8 g, 48.8 mmol), potassium carbonate (48.8 g, 98 mmol), and tetrakis(triphenylphosphine) palladium (2.26 g, 1.95 mmol) in 9/1 dimethoxyethane/N,N-dimethylformamide (200 mL) was evacuated under vacuum and refilled with nitrogen and heated at 85° C. for 20 minutes. The cooled mixture was filtered to give the title compound.

后处理

  1. customwas evacuated under vacuum
  2. additionrefilled with nitrogen
  3. filtrationThe cooled mixture was filtered

来源与证据

ORD记录
ord-4e5f20db325347d39a1b2b06759395aa
来源数据集
uspto-grants-2014_09
专利号
US08822446B2

反应笔记

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