Butyramide → HCID 178448468, Verbindung

HRID 1475827Notizen

Reaktionsgleichung

I[C:2]1[CH:7]=[CH:6][N:5]([CH2:8][CH2:9][C@@:10]([CH3:25])([S:21]([CH3:24])(=[O:23])=[O:22])[C:11]([NH:13][O:14][C@@H:15]2[CH2:20][CH2:19][CH2:18][CH2:17][O:16]2)=[O:12])[C:4](=[O:26])[CH:3]=1.[F:27][C:28]1[CH:29]=[C:30]([CH:46]=[CH:47][C:48]=1B1OC(C)(C)C(C)(C)O1)[O:31][CH2:32][C@H:33]1[CH2:38][CH2:37][C@H:36]([O:39][CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][O:41]2)[CH2:35][CH2:34]1.C(N)(=O)CCC>>[F:27][C:28]1[CH:29]=[C:30]([O:31][CH2:32][C@H:33]2[CH2:38][CH2:37][C@H:36]([O:39][CH:40]3[CH2:45][CH2:44][CH2:43][CH2:42][O:41]3)[CH2:35][CH2:34]2)[CH:46]=[CH:47][C:48]=1[C:2]1[CH:7]=[CH:6][N:5]([CH2:8][CH2:9][C@@:10]([CH3:25])([S:21]([CH3:24])(=[O:23])=[O:22])[C:11]([NH:13][O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][O:16]2)=[O:12])[C:4](=[O:26])[CH:3]=1

Komponenten

Edukt 3

HCID 10927Butyramide

HCID 86671921(2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-[(2R)-tetrahydro-2H-pyran-2-yloxy]butanamide

HCID 178431081HCID 178431081, Verbindung

Produkt 1

HCID 178448468HCID 178448468, VerbindungAusbeute 795,9 %

Versuchsvorschrift

The title compound (366 mg, 65.5 mmol) was prepared from (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-[(2R)-tetrahydro-2H-pyran-2-yloxy]butanamide (0.410 g, 8.23 mmol) and (+/−)-2-[(trans-4-{[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}cyclohexyl)oxy]tetrahydro-2H-pyran (0.358 g, 8.23 mmol) by a procedure analogous to that described for (2R)-2-methyl-2-(methylsulfonyl)-4-[2-oxo-4-(4-{[cis-4-(tetrahydro-2H-pyran-2-yloxy)cyclohexyl]methoxy}phenyl)pyridin-1(2H)-yl]-Netrahydro-2H-pyran-2-yloxy)butanamide Example 8, Step E. LCMS m/z 677.8 (M−1)

Quellen und Nachweise

ORD-Eintrag: ord-639f078fc7d1468595b3314b7b19a0a8
Quelldatensatz: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09018384B2

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