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

HRID 602378ノート

反応式

HRID 602378 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-1f40cf3cefd44fb68ab4f6ad9bca8d43
出典データセット
uspto-grants-2011_03
特許番号
US07906522B2

反応ノート

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