Sodium hydride → Methyl 5-methyl-4-oxo-3-(2-(2-oxopyrrolidin-1-yl)ethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate

HRID 1094737ノート

反応式

HRID 1094737 の反応式
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][CH:7]=[N:6][C:5]=2[S:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13].[H-].[Na+].CS(O[CH2:23][CH2:24][N:25]1[CH2:29][CH2:28][CH2:27][C:26]1=[O:30])(=O)=O>CN(C=O)C>[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]([CH2:23][CH2:24][N:25]3[CH2:29][CH2:28][CH2:27][C:26]3=[O:30])[CH:7]=[N:6][C:5]=2[S:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 725279Methyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylateHCID 446271162-(2-Oxopyrrolidin-1-yl)ethyl methanesulfonate

生成物 1

HCID 59842882Methyl 5-methyl-4-oxo-3-(2-(2-oxopyrrolidin-1-yl)ethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate収率 42.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of methyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate (0.8 g, 3.5 mmol) in DMF (10 ml) was added NaH (0.28 g, 7 mmol) followed by the addition of 2-(2-oxopyrrolidin-1-yl)ethyl methanesulfonate (0.7 g, 3.5 mmol). The mixture was then stirred overnight at RT. Reaction was quenched with water (10 ml) and mixture extracted with ethyl acetate. Ethyl acetate layer was separated, dried over anhydrous sodium sulfate and evaporated to yield 0.5 g of methyl 5-methyl-4-oxo-3-(2-(2-oxopyrrolidin-1-yl)ethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate, as an oil (yield: 42.8%).

後処理

  1. customReaction
  2. customwas quenched with water (10 ml) and mixture
  3. extractionextracted with ethyl acetate
  4. customEthyl acetate layer was separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-5bf84413c1924dd0a07d7a93e565319b
出典データセット
uspto-grants-2012_03
特許番号
US08133998B2

反応ノート

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