4-(Piperidin-1-yl)pyridin-3-amine → 5-amino-2-(2,6-difluorophenyl)-N-(4-(piperidin-1-yl)pyridin-3-yl)thiazole-4-carboxamide
Reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[NH2:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(OC([NH:21][C:22]1[S:26][C:25]([C:27]2[C:32]([F:33])=[CH:31][CH:30]=[CH:29][C:28]=2[F:34])=[N:24][C:23]=1[C:35](O)=[O:36])=O)(C)(C)C>>[NH2:21][C:22]1[S:26][C:25]([C:27]2[C:32]([F:33])=[CH:31][CH:30]=[CH:29][C:28]=2[F:34])=[N:24][C:23]=1[C:35]([NH:13][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][C:7]=1[N:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)=[O:36]Participants
3
Procedure
Following the procedures as described in EXAMPLE 1 and starting with 4-(piperidin-1-yl)pyridin-3-amine and 5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid, the title compound was obtained as a white solid (36 mg, 34%). 1H NMR (400 MHz, DMSO) δ 9.40 (s, 1H), 9.35 (s, 1H), 8.21 (d, J=5.2, 1H), 7.67 (s, 2H), 7.53 (tt, J=8.3, 6.3, 1H), 7.29 (p, J=2.6, 2H), 7.13 (d, J=5.3, 1H), 2.90-2.80 (m, 4H), 1.76-1.64 (m, 4H), 1.51 (d, J=5.3, 2H). ESIMS m/z=416.1 (M+1).
Sources & evidence
- ORD record
- ord-fda353a0e19944c28185f55fe3b61f23
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08435976B2
Reaction notes
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