4-(Methylsulfonyl)aniline → 6-[(cyclopropylmethyl)(propyl)amino]-N-[4-(methylsulfonyl)phenyl]pyrimidine-4-carboxamide

HRID 1946798Notes

Reaction equation

HRID 1946798 reaction equation
[CH:1]1([CH2:4][N:5]([CH2:15][CH2:16][CH3:17])[C:6]2[N:11]=[CH:10][N:9]=[C:8]([C:12]([OH:14])=O)[CH:7]=2)[CH2:3][CH2:2]1.[CH3:18][S:19]([C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1)(=[O:21])=[O:20]>>[CH:1]1([CH2:4][N:5]([CH2:15][CH2:16][CH3:17])[C:6]2[N:11]=[CH:10][N:9]=[C:8]([C:12]([NH:26][C:25]3[CH:24]=[CH:23][C:22]([S:19]([CH3:18])(=[O:21])=[O:20])=[CH:28][CH:27]=3)=[O:14])[CH:7]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 796174-(Methylsulfonyl)anilineHCID 594470006-[(Cyclopropylmethyl)(propyl)amino]pyrimidine-4-carboxylic acid2×

Product 1

HCID 594470506-[(cyclopropylmethyl)(propyl)amino]-N-[4-(methylsulfonyl)phenyl]pyrimidine-4-carboxamide

Procedure

Following the general method as outlined in Example 1, starting from 6-[(cyclopropylmethyl)(propyl)amino]pyrimidine-4-carboxylic acid (Intermediate 21) and 4-(methylsulfonyl)aniline (Enamine), the title compound was obtained as a white solid after purification by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-d69b148a8eeb46e695fea0bf47aaaa14
Source dataset
uspto-grants-2013_03
Patent number
US08399448B2

Reaction notes

Loading…