反应 #44175

反应方程式

1,1-dimethylethyl 2-{[(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)amino]methyl}-1-pyrrolidinecarboxylate

hydrogen chloride

triphosgene

diisopropylamine

→

title compound

(R)-2-(3-{2-[4-(2-Methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one

溶剂

methanol

ether

反应条件

后处理

1. 1
   浓缩then concentrated under vacuum
2. 2
   洗涤eluted with methanol
3. 3
   浓缩The combined basic fractions were concentrated under vacuum
4. 4
   workup.DISSOLUTIONThe residue, (10 mg) was then dissolved in DCM (1 mL)
5. 5
   workup.STIRRINGThe mixture was stirred for 1 h
6. 6
   浓缩then concentrated under vacuum
7. 7
   其他purified by preparative mass-directed hplc

实验过程

A solution of (R)-(1,1-dimethylethyl 2-{[(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)amino]methyl}-1-pyrrolidinecarboxylate in methanol was treated with a solution of hydrogen chloride in ether (1M). The resulting mixture was stirred 30 minutes then concentrated under vacuum and then loaded onto an ion-exchange cartridge (SCX-2) and eluted with methanol followed by ammonia in methanol (1 M). The combined basic fractions were concentrated under vacuum. The residue, (10 mg) was then dissolved in DCM (1 mL) and treated with triphosgene (23 mg, 0.3 eq.), diisopropylamine (4 uL, 3 eq.). The mixture was stirred for 1 h then concentrated under vacuum and purified by preparative mass-directed hplc to afford the title compound (3.1 mg).

来源