4-(Methylsulfonyl)aniline → HCID 67478947, compound
Reaction equation
Br[C:2]1[C:3]2[N:4]([N:8]=[C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([NH2:30])=[CH:26][CH:25]=1)(=[O:23])=[O:22]>>[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([NH:30][C:2]2[C:3]3[N:4]([N:8]=[C:9]([NH:11][C:12]4[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=4)[N:10]=3)[CH:5]=[CH:6][CH:7]=2)=[CH:26][CH:25]=1)(=[O:22])=[O:23]Participants
3
Procedure
N(8)-(4-Methanesulfonyl-phenyl)-N(2)-(4-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine-2,8-diamine was prepared from (8-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(4-methoxy-phenyl)-amine (50.0 mg, 0.157 mmol) and 4-methanesulfonyl-phenylamine (33.0 mg, 0.193 mmol) in a manner analogous to Example 30. The title compound was isolated as a brown foam (0.013 g, 20%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.08 (d, J=6.1 Hz, 1H), 7.89 (d, J=7.5 Hz, 2H), 7.49 (d, J=7.9 Hz, 2H), 7.35-7.30 (m, 3H), 6.95-6.90 (m, 3H), 6.85-6.80 (m, 1H), 6.58 (s, 1H), 3.82 (s, 3H), 3.07 (s, 3H). MS=410 (MH)+.
Sources & evidence
- ORD record
- ord-55155400477f4a29b127fc224ab652c2
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501936B2
Reaction notes
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