3-(1-(2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → 3-(1-(2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-(2-(piperidin-4-yl)thiazol-5-yl)pyridin-2-amine
반응식
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[C:15]([NH2:29])=[N:16][CH:17]=[C:18](B3OC(C)(C)C(C)(C)O3)[CH:19]=2)=[N:12][N:11]=[N:10]1.Br[C:31]1[S:35][C:34]([CH:36]2[CH2:41][CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38][CH2:37]2)=[N:33][CH:32]=1>>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[C:15]([NH2:29])=[N:16][CH:17]=[C:18]([C:31]3[S:35][C:34]([CH:36]4[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]4)=[N:33][CH:32]=3)[CH:19]=2)=[N:12][N:11]=[N:10]1참가 물질
3
반응물 2
생성물 1
실험 절차
Using the same protocol used to prepare compound I-A-492, 3-(1-(2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine and tert-butyl 4-(5-bromothiazol-2-yl)piperidine-1-carboxylate were reacted together in a PdCl2(dppf)-2-mediated coupling to produce 3-(1-(2,3-difluorophenyl)-1H-tetrazol-5-yl)-5-(2-(piperidin-4-yl)thiazol-5-yl)pyridin-2-amine; 1H NMR (DMSO-d6): 8.46 (d, J=2.3 Hz, 1H), 7.90-7.48 (m, 5H), 3.40-3.22 (m, 3H), 3.11-2.92 (m, 2H), 2.22-2.10 (m, 2H), 1.99-1.83 (m, 2H); ES-MS: m/e=441.1 (M+H).