N-(4-amino-3-methoxyphenyl)methanesulfonamide → 6-(cyclohexylamino)-N-{2-methoxy-4-[(methylsulfonyl)amino]phenyl}pyrimidine-4-carboxamide

HRID 1946729Notes

Reaction equation

HRID 1946729 reaction equation
[CH:1]1([NH:7][C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([OH:16])=O)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])=[CH:20][C:19]=1[O:29][CH3:30]>C(Cl)Cl>[CH:1]1([NH:7][C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])=[CH:20][C:19]=3[O:29][CH3:30])=[O:16])[CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 290500N-(4-amino-3-methoxyphenyl)methanesulfonamideHCID 594470756-(Cyclohexylamino)pyrimidine-4-carboxylic acid2×

Product 1

HCID 251827646-(cyclohexylamino)-N-{2-methoxy-4-[(methylsulfonyl)amino]phenyl}pyrimidine-4-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the general method as outlined in Example 1, starting from 6-(cyclohexylamino)pyrimidine-4-carboxylic acid (Intermediate 4) and N-(4-amino-3-methoxyphenyl)methanesulfonamide (Kaironkem), the title compound was obtained as a white solid after trituration in DCM.

Sources & evidence

ORD record
ord-dc9d36f2cc06426eb92bb938d2228e73
Source dataset
uspto-grants-2013_03
Patent number
US08399448B2

Reaction notes

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