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

HRID 2381492
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HRID 2381492 반응식
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
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d2bed4eec58a40439f699d01e13acb2a
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258134B2

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