반응 #42086

반응 방정식

sodium hydride

product

3-Acetyl-4-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-one

potassium carbonate

benzyl bromide

benzyl bromide

→

title compound

3-Acetyl-4-(benzylamino)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-one

용매

THF

반응 조건

후처리

1. 1
   기타to come to room temperature
2. 2
   workup.STIRRINGstirred overnight
3. 3
   기타The reaction was quenched with water
4. 4
   추출extracted twice with ethyl acetate
5. 5
   세척The organic layer was washed with brine
6. 6
   건조dried (MgSO4)
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   기타Purification on a preparative silica TLC plate
10. 10
    세척eluted with 45% ethyl acetate in hexane

실험 절차

A solution of the product from Example 2 (50 mg), potassium carbonate (14 mg) and benzyl bromide (12 μL) in THF (2 mL) was stirred overnight. No progress of the reaction was observed. The reaction mixture was cooled to 0° C., followed by addition of sodium hydride (60% in mineral oil) (4 mg). The reaction was stirred for 10 min and benzyl bromide (12 μL) was added. The suspension was allowed to come to room temperature and stirred overnight. The reaction was quenched with water and extracted twice with ethyl acetate. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated in vacuo. Purification on a preparative silica TLC plate eluted with 45% ethyl acetate in hexane afforded the title compound. HPLC/MS: 561.9 (M+1), 563.9 (M+3); Rt=5.09 min.

출처