Glycine → {[7-Hydroxy-4-(4-morpholin-4-yl-phenyl)-2-phenyl-thiazolo[5,4-c]pyridine-6-carbonyl]-amino}-acetic acid
반응식
C(O[C:4]([C:6]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:14][CH:13]=2)[C:9]2[S:24][C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[N:26][C:8]=2[C:7]=1[OH:33])=[O:5])C.[NH2:34][CH2:35][C:36]([OH:38])=[O:37]>C[O-].[Na+].CO>[OH:33][C:7]1[C:8]2[N:26]=[C:25]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[S:24][C:9]=2[C:10]([C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[CH:14][CH:13]=2)=[N:11][C:6]=1[C:4]([NH:34][CH2:35][C:36]([OH:38])=[O:37])=[O:5]참가 물질
4
반응물 2
생성물 1
시약·촉매·용매 1
실험 절차
A mixture of 7-Hydroxy-4-(4-morpholin-4-yl-phenyl)-2-phenyl-thiazolo[5,4-c]pyridine-6-carboxylic acid ethyl ester (56 mg, 0.12 mmole) and glycine (182 mg, 2.43 mmole) in 0.5 M sodium methoxide/methanol (4.4 ml) was refluxed for 5 days before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (120 ml) and extracted with dichloromethane. The remaining aqueous layer was acidified to pH=3 with 1N HCl (5 ml). The resulting suspension was extracted with ethyl acetate, washed with brine and dried in vacuo to give the title compound as a yellow solid (44 mg). 1H NMR (DMSO-d6, 200 MHz): δ=13.1 (br s, 1H), 9.37 (t, 1H), 8.15 (m, 2H), 8.04 (m, 2H), 7.62 (m, 3H), 7.10 (m, 2H), 4.06 (d, 2H, J=5.8 Hz), 3.77 (m, 4H); MS: (+) m/z 491.22 (M+1).