{3,5-Dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-carbamic acid tert-butyl ester → [2-(4-Amino-2,6-dichlorophenyl)thiazolo[5,4-c]pyridin-4-yl]-(6-methylpyrimidin-4-yl)-amine
반응식
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([Cl:14])[C:11]([C:15]2[S:16][C:17]3[C:18]([NH:24][C:25]4[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27][N:26]=4)=[N:19][CH:20]=[CH:21][C:22]=3[N:23]=2)=[C:10]([Cl:32])[CH:9]=1)(C)(C)C>Cl.O1CCOCC1>[NH2:7][C:8]1[CH:9]=[C:10]([Cl:32])[C:11]([C:15]2[S:16][C:17]3[C:18]([NH:24][C:25]4[CH:30]=[C:29]([CH3:31])[N:28]=[CH:27][N:26]=4)=[N:19][CH:20]=[CH:21][C:22]=3[N:23]=2)=[C:12]([Cl:14])[CH:13]=1참가 물질
4
반응물 1
생성물 1
시약·촉매·용매 2
실험 절차
A solution of {3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-carbamic acid tert-butyl ester (235 mg, 0.467 mmol) in 4N HCl in dioxane (10 mL) was heated at 50° C. for 3 hours under a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was filtered and the precipitate collected. The solid thus obtained was purified by column chromatography on silica gel eluting with 0-5% 2N NH3/MeOH in EtOAc to afford the title compound as a pale yellow solid (142 mg, 75% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.54 (s, 1H), 8.62 (d, J=1.2 Hz, 1H), 8.41 (d, J=5.6 Hz, 1H), 7.77 (d, J=5.6 Hz, 1H), 7.63 (s, 1H), 6.77 (s, 2H), 6.22 (s, 2H), 2.39 (s, 3H). LCMS (Method C): RT=2.97 min, m/z: 403 [M+H+].