Ethyl bromoacetate → 8-Bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-carboxylic acid ethyl ester

HRID 500995노트

반응식

HRID 500995 반응식
Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[Br:8][C:9]1[C:10]([N:16]=[C:17](SC)[S:18][CH3:19])=[N:11][CH:12]=[C:13]([CH3:15])[CH:14]=1.C(N(CC)CC)C>O>[CH2:6]([O:5][C:3]([C:2]1[N:11]2[CH:12]=[C:13]([CH3:15])[CH:14]=[C:9]([Br:8])[C:10]2=[N:16][C:17]=1[S:18][CH3:19])=[O:4])[CH3:7]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 8471TriethylamineHCID 22024666methyl N-(3-bromo-5-methyl-2-pyridyl)(methylsulfanyl)methaneimidothioate

생성물 1

HCID 684217148-Bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-carboxylic acid ethyl ester

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

Ethyl bromoacetate (5.4 g) was added to methyl N-(3-bromo-5-methyl-2-pyridyl)-(methylsulfanyl)methaneimidothioate, and the mixture was stirred at 60° C. for 4 hours. After cooled to room temperature, triethylamine was added to treat the material, and water was further added thereto. The reaction mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The resulting residue was purified by column chromatography (ethyl acetate:n-hexane=1:9) to give 8-bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-carboxylic acid ethyl ester (2.4 g) as a white powder.

후처리

  1. temperatureAfter cooled to room temperature
  2. additionwas further added
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated
  6. customThe resulting residue was purified by column chromatography (ethyl acetate:n-hexane=1:9)

출처 및 근거

ORD 기록
ord-31144bd7a59048e2bf80aaa8e7f65a5f
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772249B2

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