6-[5-hydroxy-2-(2,2,2-trifluoroethoxy)benzamidomethyl]-2(1H)-pyridone → 5-Hydroxy-N-((6-oxo-2-piperidinyl)methyl)-2-(2,2,2-trifluoroethoxy)benzamide

HRID 621704ノート

反応式

HRID 621704 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH2:20][C:21]([F:24])([F:23])[F:22])=[C:6]([CH:18]=1)[C:7]([NH:9][CH2:10][C:11]1[NH:16][C:15](=[O:17])[CH:14]=[CH:13][CH:12]=1)=[O:8]>[Rh].CO>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH2:20][C:21]([F:24])([F:22])[F:23])=[C:6]([CH:18]=1)[C:7]([NH:9][CH2:10][CH:11]1[CH2:12][CH2:13][CH2:14][C:15](=[O:17])[NH:16]1)=[O:8]

参加物

4

反応物 1

HCID 135635926-[5-hydroxy-2-(2,2,2-trifluoroethoxy)benzamidomethyl]-2(1H)-pyridone

生成物 1

HCID 104727845-Hydroxy-N-((6-oxo-2-piperidinyl)methyl)-2-(2,2,2-trifluoroethoxy)benzamide

試薬・触媒・溶媒 2

HCID 23948Rhodium触媒HCID 887Methanol溶媒

実験手順

A mixture of 0.16 g (0.468 mmole) of 6-[5-hydroxy-2-(2,2,2-trifluoroethoxy)benzamidomethyl]-2(1H)-pyridone, 0.05 g of 5% rhodium on alumina and 50 ml of methanol was hydrogenated on a Parr apparatus for 50 minutes. The mixture was filtered, the filtrate was evaporated, and the residue was dried to provide 5-hydroxy-N-(6-oxo-2-piperidylmethyl)-2-(2,2,2-trifluoroethoxy)benzamide. The structural assignment was confirmed by comparison of infrared and nuclear magnetic resonance spectra to those of the same compound prepared by an alternative synthetic procedure which is described in U.S. Pat. No. 4,496,734.

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customthe residue was dried

出典と根拠

ORDレコード
ord-c166f64c29b14fa59d1abb1b121df92d
出典データセット
uspto-grants-1989_04
特許番号
US04824953

反応ノート

読み込み中…