تفاعل #2286368

معادلة التفاعل

[(2-chloro-5-fluoropyridine-3-carbonyl)-amino]-acetic acid methyl ester

Et3N

→

solid

المردود 95.5%

[(5-fluoropyridine-3-carbonyl)-amino]-acetic acid methyl ester

المردود 95.5%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe vessel was evacuated
2. 2
   أخرىThe catalyst was removed via suction filtration over Celite®
3. 3
   تركيزthe filtrate was concentrated
4. 4
   أخرىPurification by silica gel chromatography (0 to 100% ethyl acetate/hexanes)

الإجراء التجريبي

To a solution of [(2-chloro-5-fluoropyridine-3-carbonyl)-amino]-acetic acid methyl ester (4.65 g, 18.9 mmol) in methanol (200 mL) in a Parr vessel was added Et3N (3.15 mL, 22.6 mmol) and palladium hydroxide on carbon (1.5 g, 20 wt % Pd, moisture 60%). The vessel was evacuated and then put under an atmosphere of hydrogen (initial pressure 42 psi). After 5 min the hydrogen pressure was 14 psi. The catalyst was removed via suction filtration over Celite® and then the filtrate was concentrated. Purification by silica gel chromatography (0 to 100% ethyl acetate/hexanes) afforded a light yellow solid (3.83 g, 95%): mp 80-82° C.; 1H NMR (300 MHz, CDCl3) δ 8.84 (s, 1H), 8.62 (d, J=2.7 Hz, 1H), 7.87 (m, 1H), 7.00 (br s, 1H), 4.27 (d, J=5.3 Hz, 2H), 3.82 (s, 3H); ESIMS m/z 213 (M+1).

المصدر