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Sodium Hydroxide → 3-cyclopentyl-2-(6-oxo-6H-pyridazin-1-yl)-propionic acid

HRID 2381492
ノート
印刷プレビュー

反応式

HRID 2381492 の反応式
C[O:2][C:3](=[O:18])[CH:4]([N:11]1[C:16](=[O:17])[CH:15]=[CH:14][CH:13]=[N:12]1)[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.[OH-].[Na+]>CO>[CH:6]1([CH2:5][CH:4]([N:11]2[C:16](=[O:17])[CH:15]=[CH:14][CH:13]=[N:12]2)[C:3]([OH:18])=[O:2])[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

4

反応物 2

HCID 14798Sodium HydroxideHCID 668752413-cyclopentyl-2-(6-oxo-6H-pyridazin-1-yl)-propionic acid methyl ester

生成物 1

HCID 668753533-cyclopentyl-2-(6-oxo-6H-pyridazin-1-yl)-propionic acid収率 86.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

A solution of 3-cyclopentyl-2-(6-oxo-6H-pyridazin-1-yl)-propionic acid methyl ester (2.99 g, 11.97 mmol) in methanol (7.9 mL, 1.5M) was treated with a 4N aqueous sodium hydroxide solution (3.29 mL, 13.16 mmol) and stirred at 25° C. overnight. At this time, the reaction was concentrated in vacuo. The residue was partitioned between water (100 mL) which was acidified with a 2N aqueous hydrochloric acid solution and a solution of 90/10 methylene chloride/methanol (3×75 mL). The combined organics were dried over sodium sulfate, filtered and concentrated in vacuo to afford 3-cyclopentyl-2-(6-oxo-6H-pyridazin-1-yl)-propionic acid (2.45 g, 86%) as a light pink solid; ES+-HRMS m/e calcd for C12H16N2O3 [M+H+] 237.1234, found 237.1233.

後処理

  1. concentrationAt this time, the reaction was concentrated in vacuo
  2. customThe residue was partitioned between water (100 mL) which
  3. dry with materialThe combined organics were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d2bed4eec58a40439f699d01e13acb2a
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

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