반응 #70471

반응 방정식

NaH

NaH

{6-[4-(4-Benzyl-phthalazin-1-yl)-piperazin-1-yl]-pyridin-3-yl}-methanol

dimethyl carbamoyl chloride

→

title compound

수율 27.3%

Dimethyl-carbamic acid 6-[4-(4-benzyl-phthalazin-1-yl)-piperazin-1-yl]-pyridin-3-ylmethyl ester

수율 27.3%

용매

THF

반응 조건

후처리

1. 1
   workup.ADDITIONadded to a flask
2. 2
   기타Reaction
3. 3
   온도is heated to 60° C.
4. 4
   workup.STIRRINGstirred 16 h
5. 5
   workup.ADDITIONis added
6. 6
   기타reaction quickly reaches 95% conversion
7. 7
   농축Concentrate
8. 8
   기타reaction mixture in vacuo
9. 9
   기타The residue is purified by flash chromatography on silica gel (MeOH/CH2Cl2)

실험 절차

{6-[4-(4-Benzyl-phthalazin-1-yl)-piperazin-1-yl]-pyridin-3-yl}-methanol (75 mg, 0.182 mmol) is dissolved in THF (1 mL) and added to a flask containing NaH (7.5 mg, 0.188 mmol). Stir 1 h at room temperature. Add dimethyl carbamoyl chloride (22 mg, 2.096 mmol) and stir for 16 h at room temperature. Incomplete conversion observed. Reaction is heated to 60° C. and stirred 16 h. Add additional NaH (7.5 mg, 0.188 mmol) is added and reaction quickly reaches 95% conversion. Concentrate reaction mixture in vacuo. The residue is purified by flash chromatography on silica gel (MeOH/CH2Cl2) to afford the title compound (24 mg, 27%).

출처