1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent] → methyl 3-fluoro-1H-indole-6-carboxylate

HRID 403310

反応式

HRID 403310 の反応式
N1[C:9]2[C:4](=[CH:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=2)C=C1.[O-]S([C:18]([F:21])(F)F)(=O)=O.F[N+:23]1C(C)=CC(C)=C[C:24]=1C>CO>[F:21][C:18]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=2)[NH:23][CH:24]=1

参加物

4

反応物 2

HCID 27245751-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent]HCID 2737635methyl 1H-indole-5-carboxylate

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 19a (2.0 g, 11.4 mmol) and N-fluoro-2,4,6-trimethylpyridinium triflate (4.3 g, 14.8 mmol) 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 21a 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-2fd051ffcbec40acb49b81de1301ba0c
出典データセット
uspto-grants-2014_06
特許番号
US08748417B2

関連ノート

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