Ammonium formate → (RS) Methyl 3-{5-[2-(4-amino-3-hydroxy-phenyl)-acetylamino]-pyridin-2-yl}-butanoate

HRID 49720

反応式

HRID 49720 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH2:11][C:12]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([CH:21]([CH3:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])=[N:19][CH:20]=2)=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O.C([O-])=O.[NH4+]>C(O)C.[Pd]>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([CH2:11][C:12]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([CH:21]([CH3:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])=[N:19][CH:20]=2)=[O:13])=[CH:3][C:2]=1[OH:1]

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 17946659(RS) methyl 3-{5-[2-(3-hydroxy-4-nitrophenyl)-acetylamino]-pyridin-2-yl}-butanoate

生成物 1

HCID 17946638(RS) Methyl 3-{5-[2-(4-amino-3-hydroxy-phenyl)-acetylamino]-pyridin-2-yl}-butanoate収率 74.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

A solution of (RS) methyl 3-{5-[2-(3-hydroxy-4-nitrophenyl)-acetylamino]-pyridin-2-yl}-butanoate (2.0 g, Reference Example 25) in ethanol (80 mL), at 60° C., was treated with ammonium formate (4.0 g) and 10% palladium on charcoal (0.5 g). After stirring at 60° C. for 1 hour the reaction mixture was cooled and then filtered. The filtrate was evaporated and the residue was dissolved in ethyl acetate. This solution was washed twice with water, then dried over magnesium sulphate and then evaporated to give the title compound (1.37 g) as an oil.

後処理

  1. temperaturewas cooled
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washThis solution was washed twice with water
  6. dry with materialdried over magnesium sulphate
  7. customevaporated

出典と根拠

ORDレコード
ord-c5851f05f1e04dd48d0249cc66ba9d27
出典データセット
uspto-grants-2004_03
特許番号
US06706738B2

関連ノート

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