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Ammonium formate → 3-cyclopentyl-2-[4-(4,6-dimethyl-pyrimidin-2-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid methyl ester

HRID 2381389
ノート
印刷プレビュー

反応式

HRID 2381389 の反応式
[CH3:1][O:2][C:3](=[O:28])[CH:4]([N:11]1[C:16](=[O:17])[C:15](Cl)=[C:14]([O:19][C:20]2[N:25]=[C:24]([CH3:26])[CH:23]=[C:22]([CH3:27])[N:21]=2)[CH:13]=[N:12]1)[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH3:1][O:2][C:3](=[O:28])[CH:4]([N:11]1[C:16](=[O:17])[CH:15]=[C:14]([O:19][C:20]2[N:25]=[C:24]([CH3:26])[CH:23]=[C:22]([CH3:27])[N:21]=2)[CH:13]=[N:12]1)[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 668753332-[5-chloro-4-(4,6-dimethyl-pyrimidin-2-yloxy)-6-oxo-6H-pyridazin-1-yl]-3-cyclopentyl-propionic acid methyl ester

生成物 1

HCID 668750953-cyclopentyl-2-[4-(4,6-dimethyl-pyrimidin-2-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid methyl ester収率 132.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702
Ethanol
溶媒

反応条件

温度
25 °C

実験手順

A solution of 2-[5-chloro-4-(4,6-dimethyl-pyrimidin-2-yloxy)-6-oxo-6H-pyridazin-1-yl]-3-cyclopentyl-propionic acid methyl ester (0.37 g, 0.91 mmol) in ethanol (10 mL) was treated with palladium on carbon (0.037 g) and ammonium formate (0.14 g, 2.27 mmol). The resulting mixture was refluxed for 30 min. After cooling to 25° C., the reaction was filtered and the solid was rinsed with ethanol. The filtrate was concentrated in vacuo to afford crude 3-cyclopentyl-2-[4-(4,6-dimethyl-pyrimidin-2-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid methyl ester (0.45 g), which could be further purified by chromatography (5/1 petroleum ether/ethyl acetate).

後処理

  1. temperatureThe resulting mixture was refluxed for 30 min
  2. filtrationthe reaction was filtered
  3. washthe solid was rinsed with ethanol
  4. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-5414426ffde84472b17737b84e323268
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08258134B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート