Sulfanilamide → N-[4-(aminosulfonyl)phenyl]-6-[cyclohexyl(methyl)amino]pyrimidine-4-carboxamide
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][CH:20]=1>>[NH2:28][S:25]([C:22]1[CH:21]=[CH:20][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])=[CH:24][CH:23]=1)(=[O:26])=[O:27]Participants
3
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-benzenesulfonamide (Acros), the title compound was obtained as a pale brown solid after purification by preparative HPLC.
Sources & evidence
- ORD record
- ord-579c4f9d13884dbe9f8eb4e64c3bcede
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09150519B2
Reaction notes
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