4,6-Dichloropyrimidine → 6-chloro-N-[4-(dimethylphosphoryl)phenyl]pyrimidin-4-amine

HRID 921369Notes

Reaction equation

HRID 921369 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=[O:11])([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:18]=[C:17](Cl)[N:16]=[CH:15][N:14]=1>CN(C)C=O.C(N(C(C)C)CC)(C)C>[Cl:12][C:13]1[N:14]=[CH:15][N:16]=[C:17]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([P:8]([CH3:9])([CH3:10])=[O:11])=[CH:6][CH:7]=2)[CH:18]=1

Participants

5

Reactant 2

HCID 709434,6-DichloropyrimidineHCID 206345534-(Dimethylphosphoryl)aniline

Product 1

HCID 866688076-chloro-N-[4-(dimethylphosphoryl)phenyl]pyrimidin-4-amine

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 81531DiisopropylethylamineSolvent

Procedure

A suspension of 4-amino-dimethylphenylphosphine oxide (2.2 mmol) in 15 mL of N,N-Dimethylformamide and 3.6 mL of Diisopropylethylamine, is stirred at room temperature until a clear solution is obtained. 4,6-Dichloropyrimidine (2.6 mmol) is added in four portions over 5 minutes. The reaction mixture is stirred at high temperature until formation of the desired compound.

Workup

  1. customis obtained

Sources & evidence

ORD record
ord-a462d3c12c2a487bbfc622b67767a85a
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

Loading…