4-(Pyridin-3-yl)aniline → N-tert-Butyl-3-[2-(4-pyridin-3-yl-phenylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide
Reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[N:23]3[C:18]([CH:19]=[N:20][C:21](O)=[N:22]3)=[CH:17][CH:16]=2)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[CH:26]=1>>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[N:23]3[C:18]([CH:19]=[N:20][C:21]([NH:37][C:34]4[CH:33]=[CH:32][C:31]([C:27]5[CH:26]=[N:25][CH:30]=[CH:29][CH:28]=5)=[CH:36][CH:35]=4)=[N:22]3)=[CH:17][CH:16]=2)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
3
Procedure
N-tert-Butyl-3-[2-(4-pyridin-3-yl-phenylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide was prepared from N-tert-butyl-3-(2-hydroxy-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide and 4-pyridin-3-yl-phenylamine in an analogous manner to Example 1052a. Product isolated as a pale yellow solid (14 mg, 9%). m.p.=250-253° C.; LCMS (m/e) 499 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.90 (s, 1H), 8.80 (s, 1H), 8.78 (s, 1H), 8.57 (s, 1H), 8.26 (d, 1H, J=7.8 Hz), 7.95 (d, 1H, J=7.9 Hz), 7.89 (d, 1H, J=7.9 Hz), 7.75 (d, 1H, J=8.5 Hz), 7.69 (d, 1H, J=8.5 Hz), 7.65-7.57 (m, 1H), 7.44-7.32 (m, 1H), 7.10 (d, 1H, J=4.7 Hz), 6.97 (s, 1H), 6.89 (d, 1H, J=4.7 Hz), 1.18 (s, 9H).
Sources & evidence
- ORD record
- ord-2ce59dfe8aa74b44854db81de9239968
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08471005B2
Reaction notes
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