Morpholine → Methyl 2-(morpholin-4-yl)pyridine-4-carboxylate

HRID 602378노트

반응식

HRID 602378 반응식
Cl[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][N:11]=1)[C:5]([O:7][CH3:8])=[O:6].C(OCC)(=O)C.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>[Cl-].[Na+].O>[O:21]1[CH2:22][CH2:23][N:18]([C:2]2[CH:3]=[C:4]([CH:9]=[CH:10][N:11]=2)[C:5]([O:7][CH3:8])=[O:6])[CH2:19][CH2:20]1

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 8857Ethyl AcetateHCID 2736842Methyl 2-chloropyridine-4-carboxylate

생성물 1

HCID 2762487Methyl 2-(morpholin-4-yl)pyridine-4-carboxylate수율 98%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

반응 조건

온도
90 °C

실험 절차

Methyl 2-chloroisonicotinate (320 mg, 1.89 mmol) was dissolved in morpholine (5 mL) and stirred at 90° C. for 4 hours. The reaction mixture was added with saturated brine and ethyl acetate, and the organic layer was separated, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/4) to obtain methyl 2-morpholinoisonicotinate (50 mg, 98%).

후처리

  1. customthe organic layer was separated
  2. washby washing with saturated brine
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/4)

출처 및 근거

ORD 기록
ord-1f40cf3cefd44fb68ab4f6ad9bca8d43
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906522B2

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