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

HRID 869600

반응식

HRID 869600 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 80711,2-Dimethoxyethane용매

실험 절차

[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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-4e043acd524d49a8b1e0e2c908309b0c
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969345B2

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