Trifluoroacetic acid → N-((6-amino-2,4-dimethylpyridin-3-yl)methyl)-5-benzyloxazole-2-carboxamide
反応式
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([CH2:15][NH:16][C:17]([C:19]2[O:20][C:21]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:22][N:23]=2)=[O:18])=[C:10]([CH3:31])[N:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][C:8]1[N:9]=[C:10]([CH3:31])[C:11]([CH2:15][NH:16][C:17]([C:19]2[O:20][C:21]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:22][N:23]=2)=[O:18])=[C:12]([CH3:14])[CH:13]=1参加物
4
実験手順
A mixture of (5-{[(5-Benzyl-oxazole-2-carbonyl)-amino]-methyl}-4,6-dimethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (170 mg, 0.34 mmol), 2 mL TFA and 5 mL DCM was stirred of room temperature for 2 h. The mixture was evaporated in vacuo and the residue was purified by preparative HPLC (Macherey-Nagel Nucleosil 250×40 mm, 5 to 100% ACN and 0.1% TFA, flow 40 ml/min). The product containing fractions were lyophilised, then dissolved in 1 mL MeOH and the resulting mixture was filtered over a MeOH flushed PL-HCO3 MP-resin column. The column was washed with MeOH, the solvent was removed and the crude product was dissolved in water/ACN and lyophilised to yield the title compound. 1H-NMR (DMSO-d6, 400 MHz) 8.80 (t, 1H), 7.27-7.37 (m, 5H), 7.10 (s, 1H), 6.11 (s, 1H), 5.72 (s, 2H), 4.31 (d, 2H), 4.12 (s, 2H), 2.30 (s, 3H), 2.17 (s, 3H); LCMS (method A) RtA=1.001 min; [M+H]+=337.0.