Tetrabutylammonium Fluoride → 2-{1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-ol

HRID 1948623노트

반응식

C([Si](CC)(CC)[C:4]1[NH:12][C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[C:5]=1[CH2:13][CH2:14][OH:15])C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[NH:12]1[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[C:5]([CH2:13][CH2:14][OH:15])=[CH:4]1

참가 물질

반응물 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 153510022-(Triethylsilyl)-1H-pyrrolo[2,3-b]pyridine-3-ethanol

생성물 1

HCID 132853552-{1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-ol수율 79%

실험 절차

2-(2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanol (1.00 g, 3.62 mmole) was stirred with TBAF (10.86 ml, 10.86 mmole; 1M solution in THF) for 6 hours at 50° C. and then for 10 hours at RT. The solvent was removed on a rotary evaporator and the residue was purified by column chromatography (DCM/MeOH=9:1, then 1:1). 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanol (0.46 g, 79%) was formed as a white solid.

후처리

customThe solvent was removed on a rotary evaporator
customthe residue was purified by column chromatography (DCM/MeOH=9:1

출처 및 근거

ORD 기록: ord-b410c59fdb3445308e1fbfa047f79891
출처 데이터셋: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08399503B2

반응 노트

불러오는 중…