Methyl indole-6-carboxylate → methyl 3-fluoro-1H-indole-6-carboxylate

HRID 409915

반응식

HRID 409915 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1.[O-]S(C(F)(F)[F:19])(=O)=O.F[N+]1C(C)=CC(C)=CC=1C>CO>[F:19][C:3]1[C:4]2[C:9](=[CH:8][C:7]([C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=2)[NH:1][CH:2]=1

참가 물질

4

반응물 2

HCID 639844Methyl indole-6-carboxylateHCID 27245751-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent]

생성물 1

HCID 59625843methyl 3-fluoro-1H-indole-6-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of methyl 1H-indole-6-carboxylate 20a (11.4 mmol, 2.0 g) and N-fluoro-2,4,6-trimethylpyridinium triflate (14.8 mmol, 4.3 g) in MeOH (100 mL) was heated at reflux for 18 h. The reaction mixture was concentrated and purified by flash column chromatography (silica gel, 15-20% EtOAc/hexanes) to give compound 20b as an off-white solid.

후처리

  1. temperatureat reflux for 18 h
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by flash column chromatography (silica gel, 15-20% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-73b9c93dbb2d4175912811e925bef103
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759533B2

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