Ethyl Acetate → Methyl 5-(pyrrol-1-yl)-3-pyridinecarboxylate

HRID 399802노트

반응식

HRID 399802 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[N:6][CH:7]=1.CO[CH:14]1[CH2:18][CH2:17][CH:16](OC)O1.C(OCC)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.O>[N:1]1([C:2]2[CH:3]=[C:4]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[N:6][CH:7]=2)[CH:14]=[CH:18][CH:17]=[CH:16]1

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 790982,5-DimethoxytetrahydrofuranHCID 1514432Methyl 5-aminopyridine-3-carboxylate

생성물 1

HCID 18945279Methyl 5-(pyrrol-1-yl)-3-pyridinecarboxylate수율 57.1%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A mixture of methyl 5-amino-3-pyridinecarboxylate (1.7 g) and 2.5-dimethoxytetrahydrofuran (2.2 g) in acetic acid (5 ml) was refluxed for 30 minutes. After being cooled to room temperature, the reaction mixture was poured into a mixture of ethyl acetate (50 ml) and water (50 ml) under stirring, and adjusted to pH 8.5 with 10% potassium carbonate aqueous solution. The organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was recrystallized from diethyl ether-n-hexane to afford methyl 5-(pyrrol-1-yl)-3-pyridinecarboxylate (1.29 g).

후처리

  1. temperaturewas refluxed for 30 minutes
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated in vacuo
  5. customthe residue was recrystallized from diethyl ether-n-hexane

출처 및 근거

ORD 기록
ord-293309cc602b4c708dcc6beba7efb024
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05824691

반응 노트

불러오는 중…