Dimethylformamide → 2-Aminopyrimidine-4-carboxamide

HRID 373583Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].C[N:18](C)C=O>>[NH2:18][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[CH:5]=[CH:4][N:3]=1

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 11430Potassium Carbonate

HCID 2470282-Chloropyrimidine-4-carboxamide

Product 1

HCID 189802872-Aminopyrimidine-4-carboxamide

Procedure

The amine of formula (V) is thus obtained, and this is reacted with 2-chloropyrimidine-4-carboxamide of formula (VI) in an aprotic solvent, for example dimethylformamide, in the presence of a base, for example potassium carbonate, at a temperature of 20° to 80° C., especially 20° C. to 40° C., to give a 2-aminopyrimidine-4-carboxamide derivative of formula (I). The compound of formula (I) is, if desired, converted into an acid addition salt.

Sources & evidence

ORD record: ord-750e7675d992434190c9565c5c2ec633
Source dataset: uspto-grants-1992_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05164397

Reaction notes

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