反应详情

(2S)-Methyl 2-(1-(5-chloro-3-(trifluoromethyl)pyridin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-3-ethoxypropanoate (Intermediate Q2) (800 mg, 1.79 mmol) and 10% palladium on carbon (200 mg) in MeOH (30 mL) was stirred under an atmosphere of hydrogen for 24 hours. The mixture was filtered, 10% palladium on carbon (200 mg) and ammonium formate (1.0 g) were added and the mixture was heated to reflux for 2 hours. The mixture was allowed to cool and was filtered and evaporated. The residue was purified by flash silica chromatography, eluting with 50 to 100% ethyl acetate in isohexane to afford the product (400 mg, 54%). 1H NMR (400 MHz, CDCl3) δ 1.25 (3H, t), 3.62-3.73 (2H, m), 3.79 (3H, s), 4.00-4.11 (2H, m), 5.84 (1H, dd), 7.63-7.66 (1H, m), 8.27-8.29 (1H, m), 8.38 (1H, s), 8.58 (1H, s), 8.88-8.89 (1H, m); m/z (ESI+) (M+H)+=412; HPLC tR=2.13 min.

1. filtrationThe mixture was filtered
2. addition10% palladium on carbon (200 mg) and ammonium formate (1.0 g) were added
3. temperaturethe mixture was heated
4. temperatureto reflux for 2 hours
5. temperatureto cool
6. filtrationwas filtered
7. customevaporated
8. customThe residue was purified by flash silica chromatography
9. washeluting with 50 to 100% ethyl acetate in isohexane