4-Cyanophenylacetic acid → 2-(4-Cyano-phenyl)-N-{5-[7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-pyridin-3-yl}-acetamide

HRID 82296

Reaction equation

HRID 82296 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:18]3[CH:17]=[N:16][CH:15]=[N:14][C:13]=3[N:12]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:11]=2)=[O:9])[CH:5]=[N:6][CH:7]=1.[C:27]([C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36](O)=[O:37])=[CH:31][CH:30]=1)#[N:28]>>[C:27]([C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36]([NH:1][C:2]2[CH:7]=[N:6][CH:5]=[C:4]([C:8]([C:10]3[C:18]4[CH:17]=[N:16][CH:15]=[N:14][C:13]=4[N:12]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:11]=3)=[O:9])[CH:3]=2)=[O:37])=[CH:31][CH:30]=1)#[N:28]

Participants

3

Reactant 2

HCID 795874-Cyanophenylacetic acidHCID 70817536(5-aminopyridin-3-yl)(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Product 1

HCID 708179322-(4-Cyano-phenyl)-N-{5-[7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-pyridin-3-yl}-acetamide

Procedure

The title compound was prepared according to the method described for Example 1 using (5-Amino-pyridin-3-yl)-[7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-methanone (Preparation 103) and 4-cyanophenylacetic acid to afford the title compound as an off-white solid in 71% yield, 235 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-b4d4244808f84799bf5c9fa1cc61aa78
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Linked notes

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