反応 #44175

反応方程式

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

溶媒

methanol

ether

反応条件

後処理

1. 1
   濃縮then concentrated under vacuum
2. 2
   洗浄eluted with methanol
3. 3
   濃縮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
   濃縮then concentrated under vacuum
7. 7
   その他purified by preparative mass-directed hplc

実験手順

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).

出典