Acetonitrile → cis-{1-isopropyl-3-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-piperidin-4-yl}-carbamic acid benzyl ester

反応式

[CH2:1]([O:8][C:9](=[O:33])[NH:10][C@H:11]1[CH2:16][CH2:15][NH:14][CH2:13][C@H:12]1[NH:17][C:18](=[O:32])[C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]2=[O:31])=[CH:21][CH:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:34]([O-])([O-])=O.[Na+].[Na+].[CH3:40][C:41]#N>>[CH2:1]([O:8][C:9](=[O:33])[NH:10][C@H:11]1[CH2:16][CH2:15][N:14]([CH:41]([CH3:40])[CH3:34])[CH2:13][C@H:12]1[NH:17][C:18](=[O:32])[C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]2=[O:31])=[CH:21][CH:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

反応物 3

HCID 6342Acetonitrile

HCID 10340Sodium Carbonate

HCID 69146550HCID 69146550、化合物

生成物 1

HCID 69146647cis-{1-isopropyl-3-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-piperidin-4-yl}-carbamic acid benzyl ester

反応条件

温度: 80 °C

実験手順

Cis-{3-[4-(2-Oxo-2H-pyridin-1-yl)-benzoylamino]-piperidin-4-yl}-carbamic acid benzyl ester (0.26 mmol) was dissolved in CH3CN (1.5 ml). Iodoisopropane (0.04 mL) was added, followed by the addition of Na2CO3 (70 mg). The resulting mixture was stirred at 80° C. overnight. After cooling, it was extracted with EtOAc (3×), dried over MgSO4, filtered, and concentrated to dryness to give crude cis-{1-isopropyl-3-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-piperidin-4-yl}-carbamic acid benzyl ester (115 mg).

後処理

temperatureAfter cooling
extractionit was extracted with EtOAc (3×)
dry with materialdried over MgSO4
filtrationfiltered
concentrationconcentrated to dryness

出典と根拠

ORDレコード: ord-eeb5565acce841e1b7a3dc7f7dab5c53
出典データセット: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07205318B2

反応ノート

読み込み中…