Piperidine → 3-(6-Morpholin-4-yl-pyridin-3-yl)-acrylic acid methyl ester

反応式

[CH3:1][O:2][C:3](=[O:13])[CH:4]=[CH:5][C:6]1[CH:7]=[N:8][C:9](Br)=[CH:10][CH:11]=1.[NH:14]1[CH2:19][CH2:18]C[CH2:16][CH2:15]1.CC[O:22]C(C)=O>>[CH3:1][O:2][C:3](=[O:13])[CH:4]=[CH:5][C:6]1[CH:7]=[N:8][C:9]([N:14]2[CH2:19][CH2:18][O:22][CH2:16][CH2:15]2)=[CH:10][CH:11]=1

参加物

反応物 3

HCID 8082Piperidine

HCID 8857Ethyl Acetate

HCID 714275823-(6-Bromopyridin-3-yl)acrylic acid methyl ester

生成物 1

HCID 687853973-(6-Morpholin-4-yl-pyridin-3-yl)-acrylic acid methyl ester収率 21%

実験手順

3-(6-Bromo-pyridin-3-yl)-acrylic acid methyl ester (100 mg, 0.413 mmol) was added to piperidine (1 ml) and the mixture was stirred for 1.5 hrs at room temperature. The reaction mixture was diluted with EtOAc and then washed three times with H2O, brine, dried. Na2SO4, filtered and concentrated under reduced pressure. The obtained residue was column-chromatographed to yield 3-(6-Morpholin-4-yl-pyridin-3-yl)-acrylic acid methyl ester (40 mg, 21%).