4-Amino-3-methylbenzene-1-sulfonamide → 6-(cyclohexyl(methyl)amino)-N-(2-methyl-4-sulfamoylphenyl)pyrimidine-4-carboxamide

HRID 1746714Notes

Reaction equation

HRID 1746714 reaction equation
[CH:1]1([N:7]([CH3:17])[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.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH2:28])(=[O:27])=[O:26])=[CH:21][C:20]=1[CH3:29]>>[NH2:28][S:25]([C:22]1[CH:23]=[CH:24][C:19]([NH:18][C:14]([C:10]2[CH:9]=[C:8]([N:7]([CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[CH3:17])[N:13]=[CH:12][N:11]=2)=[O:16])=[C:20]([CH3:29])[CH:21]=1)(=[O:26])=[O:27]

Participants

3

Reactant 2

HCID 1430374-Amino-3-methylbenzene-1-sulfonamideHCID 594470776-[Cyclohexyl(methyl)amino]pyrimidine-4-carboxylic acid2×

Product 1

HCID 251827666-(cyclohexyl(methyl)amino)-N-(2-methyl-4-sulfamoylphenyl)pyrimidine-4-carboxamide

Procedure

Following the general method as outlined in Example 1, starting from 6-[cyclohexyl(methyl)amino]pyrimidine-4-carboxylic acid (Intermediate 10) and 4-amino-3-methyl-benzenesulfonamide (Biofine), the title compound was obtained as a white solid after purification by preparative HPLC.

Sources & evidence

ORD record
ord-da70a52751244ef48a57a23a7c4c4083
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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