1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine → Tert-butyl 4-(5-chloro-1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

HRID 1895738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1895738
CS([O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1)(=O)=O.CS(OC1CCN(C2N=CC(C3CC3)=CN=2)CC1)(=O)=O.[Cl:39][C:40]1[C:41](O)=[CH:42][C:43](=[O:56])[N:44]([C:46]2[CH:51]=[CH:50][C:49]([S:52]([CH3:55])(=[O:54])=[O:53])=[CH:48][C+:47]=2)[CH:45]=1.OC1C(C#N)=CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)C=1>>[Cl:39][C:40]1[C:41]([O:5][CH:6]2[CH2:7][CH2:8][N:9]([C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13])[CH2:10][CH2:11]2)=[CH:42][C:43](=[O:56])[N:44]([C:46]2[CH:47]=[CH:48][C:49]([S:52]([CH3:55])(=[O:53])=[O:54])=[CH:50][CH:51]=2)[CH:45]=1

Komponenten

5

Edukt 4

HCID 41848691-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 673687684-Hydroxy-1-(4-(methylsulfonyl)phenyl)-6-oxo-1,6-dihydropyridine-3-carbonitrileHCID 866262681-(5-Cyclopropylpyrimidin-2-yl)piperidin-4-yl methanesulfonateHCID 866262692-(5-chloro-4-hydroxy-2-oxopyridin-1(2H)-yl)-5-(methylsulfonyl)benzene-1-ylium

Produkt 1

HCID 57468441Tert-butyl 4-(5-chloro-1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

Versuchsvorschrift

Example 226 was prepared according to the procedures described in Example 221 substituting tert-butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate for 1-(5-cyclopropylpyrimidin-2-yl)piperidin-4-yl methanesulfonate, 2-(5-chloro-4-hydroxy-2-oxopyridin-1(2H)-yl)-5-(methylsulfonyl)benzene-1-ylium for 4-hydroxy-1-(4-(methylsulfonyl)phenyl)-6-oxo-1,6-dihydropyridine-3-carbonitrile in Step B. 1H NMR (500 MHz, CDCl3) δ ppm 8.07 (d, J=8.25 Hz, 2 H), 7.61 (d, J=8.80 Hz, 2 H), 7.42 (s, 1 H), 6.03 (s, 1 H), 4.52-4.68 (m, 1 H), 3.57-3.73 (m, 2 H), 3.40-3.56 (m, 2 H), 3.08 (s, 3 H), 1.76-2.02 (m, 4 H), 1.46 (s, 9 H). MS (ESI) 482 (M+H).

Aufarbeitung

  1. customExample 226 was prepared

Quellen und Nachweise

ORD-Eintrag
ord-33bac37d6cd94c4c8f9daf666e1b1173
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513424B2

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