Potassium Hydroxide → (E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylic acid

HRID 1850044노트

반응식

HRID 1850044 반응식
[OH-].[K+].[N:3]1[CH:4]=[C:5](/[CH:12]=[CH:13]/[C:14]([O:16]CC)=[O:15])[N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12>CCO.C1COCC1>[N:3]1[CH:4]=[C:5](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])[N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 18671699ethyl (2E)-3-{imidazo[1,2-a]pyridin-3-yl}prop-2-enoate

생성물 1

HCID 39196020(E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylic acid

시약·촉매·용매 1

HCID 21873804Tetrahydrofuran ethanol용매

반응 조건

온도
50 °C

실험 절차

A 1M aqueous solution of KOH (2.2 mL) was added to a solution of (E)-ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate (0.19 g, 0.88 mmol) in EtOH:THF (1:1 v/v) (10 mL). The resulting solution was heated at 50° C. for 3 h. After completion of the reaction the reaction mixture was evaporated and water (10 mL) was added to the residue. This solution was carefully acidified to pH 4 with a 3 M HCl aqueous solution. Since the product, (E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylic acid, was soluble in water, the solution was concentrated under reduced pressure and the solid residue was used directly for the next step. ES+(M+H)+189.

후처리

  1. customAfter completion of the reaction the reaction mixture
  2. customwas evaporated
  3. additionwater (10 mL) was added to the residue
  4. concentrationthe solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-916e9b35f6f642fb85a37597df83b4f7
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957066B2

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