6-Fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one → 6-Fluoro-2,5-dihydro-5-methyl-1H-pyrido[4,3-b]indol-1-one

HRID 2081210ノート

反応式

HRID 2081210 の反応式
[F:1][C:2]1[C:10]2[N:9]([CH3:11])[C:8]3[CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1>C(O)CO.[Pd]=O>[F:1][C:2]1[C:10]2[N:9]([CH3:11])[C:8]3[CH:12]=[CH:13][NH:14][C:15](=[O:16])[C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 157125046-Fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one

生成物 1

HCID 197992556-Fluoro-2,5-dihydro-5-methyl-1H-pyrido[4,3-b]indol-1-one収率 100.9%

試薬・触媒・溶媒 2

HCID 5083724Palladium monoxide触媒HCID 174Ethylene Glycol溶媒

実験手順

A mixture of 6-fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one (300 mg) and 10% palladium oxide on carbon catalyst (50% aqueous paste; 150 mg) in ethylene glycol (30 ml) was heated at reflux under nitrogen for 24 h. The cooled mixture was filtered and evaporated to give a solid (ca. 300 mg) which was purified by FCC eluting with System A (200:10:1) to give a solid (100 mg). A sample of this solid was further purified by HPLC on a Spherisorb 55W column, eluting with System A (95:5:0.5) at a flow rate of 15 ml/min to give the title compound, m.p. 294°-296°.

後処理

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 24 h
  3. filtrationThe cooled mixture was filtered
  4. customevaporated

出典と根拠

ORDレコード
ord-eb80a79ce47e4337aa856254eb635ab5
出典データセット
uspto-grants-1993_02
特許番号
US05183820

反応ノート

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