Ammonia → (4-Amino-2-chloro-pyrimidin-5-yl)-[3-(tert-butyl-dimethyl-silanyloxy)-5,6-difluoro-2-methoxy-phenyl]-methanone

HRID 1371733Notes

Reaction equation

HRID 1371733 reaction equation
[NH3:1].[C:2]([Si:6]([CH3:29])([CH3:28])[O:7][C:8]1[C:9]([O:26][CH3:27])=[C:10]([C:16]([C:18]2[C:19](Cl)=[N:20][C:21]([Cl:24])=[N:22][CH:23]=2)=[O:17])[C:11]([F:15])=[C:12]([F:14])[CH:13]=1)([CH3:5])([CH3:4])[CH3:3]>C1(C)C=CC=CC=1>[NH2:1][C:19]1[C:18]([C:16]([C:10]2[C:11]([F:15])=[C:12]([F:14])[CH:13]=[C:8]([O:7][Si:6]([C:2]([CH3:3])([CH3:5])[CH3:4])([CH3:28])[CH3:29])[C:9]=2[O:26][CH3:27])=[O:17])=[CH:23][N:22]=[C:21]([Cl:24])[N:20]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21070521HCID 21070521, compound

Product 1

HCID 21070551(4-Amino-2-chloro-pyrimidin-5-yl)-[3-(tert-butyl-dimethyl-silanyloxy)-5,6-difluoro-2-methoxy-phenyl]-methanone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ammonia gas was bubbled through a solution of [3-(tert-butyl-dimethyl-silanyloxy)-5,6-difluoro-2-methoxy-phenyl]-(2,4-dichloro-pyrimidin-5-yl)-methanone (900 mg, 2.003 mmol, Example 268) in toluene (10 mL) for about 30 minutes. The reaction mixture was concentrated to dryness to give (4-amino-2-chloro-pyrimidin-5-yl)-[3-(tert-butyl-dimethyl-silanyloxy)-5,6-difluoro-2-methoxy-phenyl]-methanone (1.02 g, yellow gum). The crude product was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness

Sources & evidence

ORD record
ord-094a81989f9b45feb0d8e1107a2b2ad5
Source dataset
uspto-grants-2007_01
Patent number
US07157455B2

Reaction notes

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