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

HRID 1271716노트

반응식

[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

참가 물질

반응물 3

HCID 6342Acetonitrile

HCID 10340Sodium Carbonate

HCID 69146550HCID 69146550, 화합물

생성물 1

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

반응 조건

온도: 80 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록: ord-eeb5565acce841e1b7a3dc7f7dab5c53
출처 데이터셋: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07205318B2

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