반응 #66393

반응 방정식

1-(chloroacetyl)-4-methylpiperazine

ter-butyl(trans)-2-[4-(benzyloxy)phenyl]cyclopropylcarbamate

Intermediate C

ter-butyl(trans)-2-[4-(benzyloxy)phenyl]cyclopropylcarbamate

NaH

→

tert-butyl(trans)-2-[4(benzyloxy)phenyl]cyclopropyl(2-(4-methylpiperazin-1-yl)-2-oxoethyl)carbamate

용매

DMF

DMF

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONThen, added
2. 2
   기타at 0° C.
3. 3
   기타After completion, reaction mixture
4. 4
   추출extracted with EtOAC
5. 5
   세척The combined extracts were washed with water, brine
6. 6
   건조dried over anhydrous Na2SO4
7. 7
   여과filtered
8. 8
   기타evaporated
9. 9
   기타The crude residue was purifying by preparative HPLC

실험 절차

To a suspension of 1.5 equiv of NaH in dry DMF (10 vols) at 0° C. was added a solution of ter-butyl(trans)-2-[4-(benzyloxy)phenyl]cyclopropylcarbamate (Intermediate C, 1 equiv) in dry DMF (2 vols) and stirr for 30 mins. Then, added was a solution of 1-(chloroacetyl)-4-methylpiperazine (1.5 equiv) in dry DMF (10 mL) at 0° C., stirred for 1 h at 0° C. to RT. The progress of the reaction was monitored by TLC. After completion, reaction mixture was poured into ice water and extracted with EtOAC. The combined extracts were washed with water, brine, dried over anhydrous Na2SO4, filtered and evaporated. The crude residue was purifying by preparative HPLC to get tert-butyl(trans)-2-[4(benzyloxy)phenyl]cyclopropyl(2-(4-methylpiperazin-1-yl)-2-oxoethyl)carbamate derivative.

출처