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

HRID 4302

反応式

HRID 4302 の反応式
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

参加物

5

反応物 3

HCID 516892Sodium Bicarbonate2 回HCID 138259752-Amino-3-(2-methylbenzyloxy)pyrazineHCID 143683463-Mesyloxy-5-hexyn-2-one

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5a47df5726014329923daab875341450
出典データセット
uspto-grants-1988_02
特許番号
US04725601

関連ノート

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