Reaktion #66393

Reaktionsgleichung

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

Lösungsmittel

DMF

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThen, added
2. 2
   Sonstigeat 0° C.
3. 3
   SonstigeAfter completion, reaction mixture
4. 4
   Extraktionextracted with EtOAC
5. 5
   WaschenThe combined extracts were washed with water, brine
6. 6
   Trocknendried over anhydrous Na2SO4
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe crude residue was purifying by preparative HPLC

Vorschrift

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.

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