n-(3-Aminophenyl)pyrrolidine-1-carboxamide → N-(3-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide

HRID 390058Notes

Reaction equation

HRID 390058 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH3:10])[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[NH2:13][C:14]1[CH:15]=[C:16]([NH:20][C:21]([N:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:22])[CH:17]=[CH:18][CH:19]=1>>[C:8]([C:7]1[C:2]([NH:13][C:14]2[CH:15]=[C:16]([NH:20][C:21]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:22])[CH:17]=[CH:18][CH:19]=2)=[N:3][C:4]([S:11][CH3:12])=[N:5][C:6]=1[CH3:10])#[N:9]

Participants

3

Reactant 2

HCID 29798917n-(3-Aminophenyl)pyrrolidine-1-carboxamideHCID 582963084-Chloro-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile

Product 1

HCID 58296302N-(3-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide

Procedure

The compound was prepared from 4-chloro-6-methyl-2-(methylthio)-5-pyrimidinecarbonitrile and N-(3-aminophenyl)-1-pyrrolidinecarboxamide following a procedure similar to that described for Intermediate 23.

Sources & evidence

ORD record
ord-ea962f0e72cc430ca4803b3df64d52da
Source dataset
uspto-grants-2013_02
Patent number
US08383635B2

Reaction notes

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