تفاعل #69797

معادلة التفاعل

5-amino-1H-benzo[d]imidazol-2(3H)-one

2,4-dichloro-5-fluoropyrimidine

MeOH

→

5-(2-Chloro-5-fluoropyrimidin-4-ylamino)-1H-benzo[d]imidazol-2(3H)-one

المردود 70.0%

المذيبات

H2O

ظروف التفاعل

المعالجة

1. 1
   أخرىPrecipitate from reaction mixture
2. 2
   ترشيحwas collected by filtration
3. 3
   غسيلwashing with EtOAc (3 mL×2)
4. 4
   أخرىwas further dried in vacuo

الإجراء التجريبي

To a vial with 5-amino-1H-benzo[d]imidazol-2(3H)-one (298.3 mg, 2.0 mmol) and 2,4-dichloro-5-fluoropyrimidine (434.1 mg, 2.6 mmol), MeOH (8 mL) and H2O (2 mL) were added. The turbid solution was stirred at rt for 3 days. Precipitate from reaction mixture was collected by filtration, and washing with EtOAc (3 mL×2), and was further dried in vacuo. 5-(2-Chloro-5-fluoropyrimidin-4-ylamino)-1H-benzo[d]imidazol-2(3H)-one was obtained as an off-white solid: 390.3 mg (70% yield); 1H NMR (300 MHz, DMSO) δ 10.69 (s, 1H), 10.63 (s, 1H), 9.87 (s, 1H), 8.27 (d, J=3.6, 1H), 7.35 (d, J=1.9, 1H), 7.18 (dd, J=1.9, 8.3, 1H), 6.93 (d, J=8.3, 1H); LCMS (M+) m/z 279.80.

المصدر