반응 #71547

반응 방정식

Benzyl bromide

2-chloro-5-(3-methylbut-1-ynyl)pyridin-4-amine

Compound 12

2-chloro-5-(3-methylbut-1-ynyl)pyridin-4-amine

KOtBu

→

title compound

1-Benzyl-6-chloro-2-isopropyl-1H-pyrrolo[3,2-c]pyridine

용매

NMP

THF

DMF

반응 조건

후처리

1. 1
   온도was cooled to room temperature
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 16 h
3. 3
   기타was quenched with H2O
4. 4
   추출extracted with EtOAc (×2)
5. 5
   세척The combined organic layer was washed with brine
6. 6
   건조dried over Na2SO4
7. 7
   농축concentrated in vacuo
8. 8
   기타The residue was purified by chromatography on silica gel (0→50% EtOAc-hexanes)

실험 절차

To a solution of 2-chloro-5-(3-methylbut-1-ynyl)pyridin-4-amine (Compound 12, 0.82 g, 4.2 mmol) in NMP (10 ml) was added KOtBu (2.40 g, 21 mmol). The mixture was stirred at 160° C. for 6 h and was cooled to room temperature, diluted with THF (10 ml) and DMF (15 ml). Benzyl bromide (0.50 ml, 4.2 mmol) was added. The mixture was stirred at room temperature for 16 h and was quenched with H2O, extracted with EtOAc (×2). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→50% EtOAc-hexanes) to yield the title compound as a white solid.

출처