반응 #820910

반응 방정식

N-(3-chlorophenyl)-1-methyl-7-(4-thiomorpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-amine

meta-chloroperoxybenzoic acid

→

base

수율 147.9%

N-(3-Chlorophenyl)-1-methyl-7-[(1-oxido-4-thiomorpholinyl)carbonyl]-1H-pyrrolo[3,2-c]pyridin-4-amine hydrochloride

수율 147.9%

용매

DCM

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타The reaction was partitioned between dichloromethane and water
3. 3
   기타the organic layer separated
4. 4
   세척The organic layer was then washed three times with water, aqueous sodium sulfite solution
5. 5
   건조dried (Na2SO4)
6. 6
   기타evaporated
7. 7
   기타The residue was purified by MDAP

실험 절차

A solution of N-(3-chlorophenyl)-1-methyl-7-(4-thiomorpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-amine (100 mg) in DCM (3 ml) was cooled to −78 C and meta-chloroperoxybenzoic acid (58 mg) was added and the reaction stirred under argon for 30 minutes. The reaction was partitioned between dichloromethane and water and the organic layer separated. The organic layer was then washed three times with water, aqueous sodium sulfite solution, dried (Na2SO4) and evaporated. The residue was purified by MDAP to afford the free base as a white solid (84 mg). This was dissolved in methanol and a solution of 11.0M hydrochloric acid in diethyl ether (0.5 ml) and after evaporation afforded the title compound as a white solid (85 mg).

출처