تفاعل #2286375

معادلة التفاعل

N-(4-chloro-2-pyridin-3-yl-thiazol-5-yl)-2,2,2-trifluoro-N-methyl-acetamide

potassium carbonate

→

solid

المردود 86.4%

(4-chloro-2-pyridin-3-yl-thiazol-5-yl)-methyl-amine

المردود 86.4%

المذيبات

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solids were removed by filtration
2. 2
   تركيزthe filtrate was concentrated under reduced pressure and it
3. 3
   أخرىPurification by silica gel chromatography
4. 4
   غسيلeluting with a gradient of ethyl acetate in hexanes

الإجراء التجريبي

A solution of N-(4-chloro-2-pyridin-3-yl-thiazol-5-yl)-2,2,2-trifluoro-N-methyl-acetamide (0.337 g, 1 mmol) in ice-cold methanol (18 mL) was treated with potassium carbonate (0.434 g, 3.1 mmol) and stirred under nitrogen for 20 min. The solids were removed by filtration, and the filtrate was concentrated under reduced pressure and it was adsorbed onto silica gel. Purification by silica gel chromatography eluting with a gradient of ethyl acetate in hexanes afforded a bright yellow solid (0.195 g, 82%): mp 79° C. (dec); 1H NMR (400 MHz, CDCl3) δ 8.97 (d, J=2.1 Hz, 1H), 8.55 (dd, J=4.8, J=1.5 Hz, 1H), 8.08 (ddd, J=8.1, 2.0, 2.0 Hz, 1H), 7.32 (dd, J=8.1, 4.8 Hz, 1H), 4.07 (br m, 1H), 3.03 (d, J=5.3 Hz, 3H); ESIMS m/z 228.23 (M+2); IR 1540 cm−1.

المصدر