Sodium Bicarbonate → 8-(2-Methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine

HRID 4302노트

반응식

HRID 4302 반응식
C(=O)(O)[O-].[Na+].[NH2:6][C:7]1[C:12]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])=[N:11][CH:10]=[CH:9][N:8]=1.S(O[CH:27]([CH2:31][C:32]#[CH:33])[C:28](=O)[CH3:29])(C)(=O)=O>C(O)C>[CH3:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][O:13][C:12]1[C:7]2[N:8]([C:27]([CH2:31][C:32]#[CH:33])=[C:28]([CH3:29])[N:6]=2)[CH:9]=[CH:10][N:11]=1

참가 물질

5

반응물 3

HCID 516892Sodium Bicarbonate2회HCID 138259752-Amino-3-(2-methylbenzyloxy)pyrazineHCID 143683463-Mesyloxy-5-hexyn-2-one

생성물 1

HCID 138259678-(2-Methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine수율 3.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium bicarbonate (2.73 g) was added to a solution of 2-amino-3-(2-methylbenzyloxy)pyrazine (3.5 g) and 3-mesyloxy-5-hexyn-2-one (6.18 g) in ethanol (35 ml) and the mixture was refluxed for 12 hours. The mixture was poured into an aqueous solution of sodium bicarbonate and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (200 g) with a mixture of chloroform and methanol (50:1) as an eluent to give 8-(2-methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine (0.182 g).

후처리

  1. temperaturethe mixture was refluxed for 12 hours
  2. extractionextracted with chloroform
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel (200 g) with a mixture of chloroform and methanol (50:1) as an eluent

출처 및 근거

ORD 기록
ord-5a47df5726014329923daab875341450
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04725601

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