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

HRID 409915

反応式

HRID 409915 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-73b9c93dbb2d4175912811e925bef103
出典データセット
uspto-grants-2014_06
特許番号
US08759533B2

関連ノート

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