Hydrochloric Acid → 8-(Benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

HRID 1844115노트

반응식

HRID 1844115 반응식
[OH-].[Na+].[CH2:3]([O:10][C:11]1[C:12]2[N:13]([C:17]([C:21]([O:23]CC)=[O:22])=[C:18]([CH3:20])[N:19]=2)[CH:14]=[CH:15][CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>O1CCOCC1>[CH2:3]([O:10][C:11]1[C:12]2[N:13]([C:17]([C:21]([OH:23])=[O:22])=[C:18]([CH3:20])[N:19]=2)[CH:14]=[CH:15][CH:16]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 44382335Ethyl 8-(benzyloxy)-2-methylimidazo[1,2-A]pyridine-3-carboxylate

생성물 1

HCID 98822068-(Benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid수율 100%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

253 ml of 2N aqueous sodium hydroxide solution were added to a solution of 15.7 g (50.59 mmol) of ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate in 253 ml of dioxane, and the mixture was stirred at room temperature for 14 hours. 101 ml of 6N hydrochloric acid were then added to the mixture. The solid formed was filtered off, washed with water and with methyl tert-butyl ether and then dried in a vacuum drying cabinet at 40° C. overnight. This gave 15.49 g (108% of theory) of 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid as a colourless solid. The yield was more than 100% owing to water of crystallization (1H NMR).

후처리

  1. customThe solid formed
  2. filtrationwas filtered off
  3. washwashed with water and with methyl tert-butyl ether
  4. customdried in a vacuum
  5. customdrying cabinet at 40° C. overnight
  6. customThe yield was more than 100% owing to water of crystallization (1H NMR)

출처 및 근거

ORD 기록
ord-34027cc8c8f245749cb172b97ae53f1c
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946215B2

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