Ethyl-3-hydroxy-dihydropyridone-4-carboxylic acid → Ethyl 3-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylate

HRID 880018ノート

反応式

HRID 880018 の反応式
[OH:1][C:2]1[C:7](=[O:8])[NH:6][CH2:5][CH2:4][C:3]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10]>C1(C)C(C)=CC=CC=1.[Pd]>[OH:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[CH:4][C:3]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10]

参加物

4

反応物 1

HCID 54692116Ethyl-3-hydroxy-dihydropyridone-4-carboxylic acid

生成物 1

HCID 54697099Ethyl 3-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylate収率 80%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 7237O-Xylene溶媒

反応条件

温度
130 °C

実験手順

To a solution of Intermediate 1A (20 g) in xylene (400 mL) was added 10% Pd/C (4 g). The mixture was heated at 130° C. for 24 h. The reaction was filtered through a pad of Celite®. Methanol was used for filtration and washing. The filtrate was concentrated and the residue was purified by ISCO flash chromatography (silica gel, 0-100% EtOAc/hexane) to give Intermediate 1B (15 g, 80% yield).

後処理

  1. filtrationThe reaction was filtered through a pad of Celite®
  2. filtrationMethanol was used for filtration
  3. washwashing
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by ISCO flash chromatography (silica gel, 0-100% EtOAc/hexane)

出典と根拠

ORDレコード
ord-44f5ff2d37ca45f5ae20743e2d508dcd
出典データセット
uspto-grants-2015_03
特許番号
US08993557B2

反応ノート

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