Methanol → Methyl 1-cyclohexyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate

반응식

O=[C:2]1[O:7][CH:6]=[C:5]([C:8]([O-:10])=[O:9])[CH:4]=[CH:3]1.[CH:11]1([NH2:17])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[CH3:18]O>>[CH:11]1([N:17]2[C:2](=[O:7])[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:18])=[O:9])=[CH:6]2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

참가 물질

반응물 3

HCID 887Methanol

HCID 7965Cyclohexylamine

HCID 6931293HCID 6931293, 화합물

생성물 1

HCID 15946190Methyl 1-cyclohexyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate수율 26%

실험 절차

To a solution of 6-oxo-6H-pyran-3-carboxylate (1.14 g, 7.4 mmol, Aldrich) and 20 mL of MeOH was added cyclohexylamine (2.50 mL, 21.9 mmol, Aldrich). The solution was stirred at reflux for 16 hours, then concentrated in vacuo. The crude material was chromatographed through a Redi-Sep® pre-packed silica gel column (12 g), eluting with 5% to 20% EtOAc:hexane to give 460 mg (26%) of the title compound as a dark yellow oil. MS m/z: 236.4 (M+1).

후처리

temperatureat reflux for 16 hours
concentrationconcentrated in vacuo
customThe crude material was chromatographed through a Redi-Sep® pre-packed silica gel column (12 g)
washeluting with 5% to 20% EtOAc

출처 및 근거

ORD 기록: ord-ac954ef7d2cf4bdab733573a6f87e3e2
출처 데이터셋: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08163766B2

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