Triethylamine → Methyl 2-(cyclopentyl(5-formyl-2-(methylthio)pyrimidin-4-yl)amino)acetate

HRID 875971ノート

反応式

HRID 875971 の反応式
C(N(CC)CC)C.Cl[C:9]1[C:14]([CH:15]=[O:16])=[CH:13][N:12]=[C:11]([S:17][CH3:18])[N:10]=1.[CH:19]1([NH:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH2:23][CH2:22][CH2:21][CH2:20]1.C(=O)(O)[O-].[Na+]>C1COCC1>[CH:19]1([N:24]([C:9]2[C:14]([CH:15]=[O:16])=[CH:13][N:12]=[C:11]([S:17][CH3:18])[N:10]=2)[CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH2:20][CH2:21][CH2:22][CH2:23]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 22080509Methyl 2-(cyclopentylamino)acetateHCID 594193864-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

生成物 1

HCID 58299719Methyl 2-(cyclopentyl(5-formyl-2-(methylthio)pyrimidin-4-yl)amino)acetate収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Triethylamine (10.9 mL, 78.2 mmol) was added to a solution of compound 224 (12.3 g, 65.2 mmol) and compound 225 (12.8 g, 81.5 mmol) in THF (200 mL). The reaction was stirred at room temperature. After 6 h, the reaction contents were poured into saturated sodium bicarbonate and extracted with ethyl acetate. The combined organics were dried over MgSO4 and concentrated in vacuo. The crude material was crystallized from ethyl acetate and hexanes to afford methyl 2-(cyclopentyl(5-formyl-2-(methylthio)pyrimidin-4-yl)amino)acetate (226) (17.55 g, 87.0% yield).

後処理

  1. customthe reaction contents
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organics were dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude material was crystallized from ethyl acetate and hexanes

出典と根拠

ORDレコード
ord-9621080f961948b0bc12b0f9d513aa57
出典データセット
uspto-grants-2015_03
特許番号
US08980903B2

反応ノート

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