Реакция #2146776

Уравнение реакции

K3PO4

(S)-2-(1-(4-Bromophenyl)ethylamino)-9-cyclopentyl-5,7,7-trimethyl-8,9-dihydro-5H-pyrimido[4,5-b][1,4]diazepin-6(7H)-one

1-methylpiperazine

di-tert-butyl-(2-phenylphenyl)phosphane

→

title compound

Выход 10.0%

(S)-9-cyclopentyl-5,7,7-trimethyl-2-(1-(4-(4-methylpiperazin-1-yl)phenyl)ethylamino)-8,9-dihydro-5H-pyrimido[4,5-b][1,4]diazepin-6(7H)-one

Выход 10.0%

Растворители

DME

Условия реакции

Обработка

1. 1
   Другоеdegassed
2. 2
   Другоеthe reaction mixture was further degassed
3. 3
   Температураto cool to the ambient temperature
4. 4
   workup.ADDITIONThe reaction mixture was then diluted with ethyl acetate (5 mL)
5. 5
   Фильтрацияfiltered
6. 6
   КонцентрированиеThe filtrate was concentrated in vacuo
7. 7
   Другоеthe residue purified by mass

Методика

(S)-2-(1-(4-Bromophenyl)ethylamino)-9-cyclopentyl-5,7,7-trimethyl-8,9-dihydro-5H-pyrimido[4,5-b][1,4]diazepin-6(7H)-one (100 mg, 0.2117 mmol), 1-methylpiperazine (84.82 mg, 93.93 μL, 0.8468 mmol), di-tert-butyl-(2-phenylphenyl)phosphane (6.317 mg, 0.02117 mmol) and K3PO4 (89.87 mg, 0.4234 mmol) were taken in up DME (2 mL) and degassed using cycles of vacuum and nitrogen. Pd2 DBA3 (19.39 mg, 0.02117 mmol) was added and the reaction mixture was further degassed and then heated at 100° C. in a sealed tube for 4 hours and then allowed to cool to the ambient temperature. The reaction mixture was then diluted with ethyl acetate (5 mL) and filtered. The filtrate was concentrated in vacuo and the residue purified by mass directed HPLC and the combined product fractions passed through a bicarbonate cartridge and lypholized to give the title compound as a white solid (9.9 mg, 10% yield).

Источник