2-Amino-3-methylpyrazine → 2-Cyclopropyl-8-methylimidazo[1,2-a]pyrazine

HRID 869600

反応式

HRID 869600 の反応式
[CH3:1][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][N:7]=1.Br[CH2:10][C:11]([CH:13]1[CH2:15][CH2:14]1)=O.C(=O)([O-])O.[Na+]>COCCOC.C1COCC1>[CH:13]1([C:11]2[N:8]=[C:3]3[C:2]([CH3:1])=[N:7][CH:6]=[CH:5][N:4]3[CH:10]=2)[CH2:15][CH2:14]1

参加物

6

反応物 3

HCID 3022842-Amino-3-methylpyrazineHCID 516892Sodium BicarbonateHCID 109208412-Bromo-1-cyclopropylethan-1-one

生成物 1

HCID 867214522-Cyclopropyl-8-methylimidazo[1,2-a]pyrazine収率 43%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

[step 1] 3-Methylpyrazin-2-amine (16 g, 147 mmol) was dissolved in 1,2-dimethoxyethane (122 mL) and THF (61 mL), 2-bromo-1-cyclopropylethanone (36 g, 220 mmol) was added, and the mixture was stirred at room temperature for 70 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the mixture, and the mixture was extracted 3 times with chloroform. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=100/0 v/v-85/15 v/v) to give 2-cyclopropyl-8-methylimidazo[1,2-a]pyrazine (11g, 43%).

後処理

  1. extractionthe mixture was extracted 3 times with chloroform
  2. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (chloroform/methanol=100/0 v/v-85/15 v/v)

出典と根拠

ORDレコード
ord-4e043acd524d49a8b1e0e2c908309b0c
出典データセット
uspto-grants-2015_03
特許番号
US08969345B2

関連ノート

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