Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 5-chloro-N-(N,N-dimethylsulfamoyl)-2-fluoro-4-(spiro[2.5]octan-6-ylmethoxy)benzamide

HRID 1849507

Reaktionsgleichung

Reaktionsgleichung von HRID 1849507
ClC1C(F)=CC(F)=C(C=1)C(NS(C)(=O)=O)=O.[Cl:17][C:18]1[C:19](F)=[CH:20][C:21]([F:33])=[C:22]([CH:32]=1)[C:23]([NH:25][S:26](=[O:31])(=[O:30])[N:27]([CH3:29])[CH3:28])=[O:24].C12(CO)CC3CC(CC(C3)C1)C2.[CH2:47]1[C:49]2([CH2:54][CH2:53][CH:52]([CH2:55][OH:56])[CH2:51][CH2:50]2)[CH2:48]1>>[Cl:17][C:18]1[C:19]([O:56][CH2:55][CH:52]2[CH2:53][CH2:54][C:49]3([CH2:47][CH2:48]3)[CH2:50][CH2:51]2)=[CH:20][C:21]([F:33])=[C:22]([CH:32]=1)[C:23]([NH:25][S:26](=[O:31])(=[O:30])[N:27]([CH3:29])[CH3:28])=[O:24]

Komponenten

5

Edukt 4

HCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 53487089(Spiro(2.5)octan-6-yl)methanolHCID 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 867028365-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide

Produkt 1

HCID 867028525-chloro-N-(N,N-dimethylsulfamoyl)-2-fluoro-4-(spiro[2.5]octan-6-ylmethoxy)benzamide

Versuchsvorschrift

Following the procedure as described in Example 8 and making variations as required to replace 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with 5-chloro-N—(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide and adamantan-1-ylmethanol with spiro[2.5]octan-6-ylmethanol, the title compound was obtained as a colorless solid (0.17 g, 40%): 1H NMR (300 MHz, CDCl3) δ 8.65-8.59 (m, 1H), 8.06 (d, J=8.1 Hz, 1H), 6.67 (d, J=13.8 Hz, 1H), 3.88 (d, J=6.3 Hz, 2H), 3.01 (s, 6H), 1.95-1.72 (m, 5H), 1.34-1.21 (m, 2H), 0.96-0.90 (m, 2H), 0.33-0.26 (m, 2H), 0.22-0.16 (m, 2H); MS (ES−) m/z: 417.2, 419.2 (M−1).

Quellen und Nachweise

ORD-Eintrag
ord-e291f23137e04535a866ecc7e7695131
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952169B2

Verknüpfte Notizen

Wird geladen…