تفاعل #309231

معادلة التفاعل

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-2-piperidin-4-yl-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-6-amine

chloroacetyl chloride

triethylamine

→

desired product

المردود 70.5%

2-[1-(chloroacetyl)piperidin-4-yl]-N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-6-amine

المردود 70.5%

المذيبات

DCM

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصIt was then was extracted 3 times with EtOAc
2. 2
   تجفيفThe combined organic layers were dried over MgSO4
3. 3
   تركيزconcentrated

الإجراء التجريبي

To a suspension of N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-2-piperidin-4-yl-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-6-amine 500 mg (0.89 mmol, 1 eq) in DCM (10 mL) was added chloroacetyl chloride (100 mg, 0.89 mmol, 1 eq) and triethylamine (90 mg, 0.89 mmol, 1 eq). It was stirred at rt for 3 h after which time it was diluted with water. It was then was extracted 3 times with EtOAc. The combined organic layers were dried over MgSO4 and concentrated to yield the desired product (400 mg, 70%). 1H-NMR (DMSO-d6) δ 8.45 (broad, 1H), 8.33 (s, 1H), 8.04 (s, 1H), 7.74 (d, 1H), 7.5 (dd, 1H), 7.44 (m, 1H), 7.29 (m, 2H), 7.20 (m, 2H), 5.23 (s, 2H), 4.45 (m, 4H), 3.93 (m, 1H), 3.38 (t, 2H), 3.24 (m, 1H), 2.92 (t, 2H), 2.83 (m, 1H), 2.08 (m, 2H), 1.97 (m, 1H), 1.80 (m, 1H). LCMS RT=3.68 min; [M+H]+=637.4.

المصدر