3-fluoro-4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester → 3-Fluoro-4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester

HRID 1261771ノート

反応式

HRID 1261771 の反応式
[CH3:1][O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12](=[O:26])[C:13]2[C:14]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:15][CH:16]=[CH:17][CH:18]=2)=[C:6]([F:27])[CH:5]=1.[H][H]>CO.C(OCC)(=O)C.[Pt](=O)=O>[CH3:1][O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12](=[O:26])[C:13]2[C:14]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:15][CH:16]=[CH:17][CH:18]=2)=[C:6]([F:27])[CH:5]=1

参加物

6

反応物 2

HCID 866720543-fluoro-4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 708169163-Fluoro-4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester収率 96.3%

試薬・触媒・溶媒 3

HCID 345198Adams' catalyst触媒HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 3-fluoro-4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester (890 mg, 2.36 mmol) in methanol (59.1 mL) and ethyl acetate (59.1 mL) at 25° C. was treated with platinum(IV) oxide (26.8 mg, 118 μmol). The reaction was stirred under a balloon of hydrogen gas for 18 h. At this time, the reaction was filtered through a pad of Celite® and was rinsed with a solution of 10% methanol/methylene chloride (3×75 mL). The filtrate was concentrated in vacuo to afford 3-fluoro-4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester (860 mg, 96.2%) as a dark green solid. The material was used without further purification.

後処理

  1. filtrationAt this time, the reaction was filtered through a pad of Celite®
  2. washwas rinsed with a solution of 10% methanol/methylene chloride (3×75 mL)
  3. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-2f46f9dca4f943f5b73eb4778e7649e8
出典データセット
uspto-grants-2013_06
特許番号
US08471027B2

反応ノート

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