4-Fluorobenzylamine → 3-([1,1'-biphenyl]-4-ylsulfonyl)-N-(4-fluorobenzyl)-1,3-thiazolidine-2-carboxamide

HRID 1964832

Reaktionsgleichung

Reaktionsgleichung von HRID 1964832
C(OC([N:8]1[CH2:12][CH2:11][S:10][CH:9]1[C:13]([OH:15])=O)=O)(C)(C)C.C1C=CC(/C(/C2C=CC([N+]([O-])=O)=CC=2)=N/O)=CC=1.[C:34]1([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][CH:35]=1.[F:50][C:51]1[CH:56]=[CH:55][C:54]([CH2:57][NH2:58])=[CH:53][CH:52]=1>>[C:34]1([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:39]=[CH:38][C:37]([S:40]([N:8]2[CH2:12][CH2:11][S:10][CH:9]2[C:13]([NH:58][CH2:57][C:54]2[CH:55]=[CH:56][C:51]([F:50])=[CH:52][CH:53]=2)=[O:15])(=[O:42])=[O:41])=[CH:36][CH:35]=1

Komponenten

5

Edukt 4

HCID 673264-FluorobenzylamineHCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 46440943-(tert-Butoxycarbonyl)-1,3-thiazolidine-2-carboxylic acidHCID 6506582Benzophenone, 4-nitro-, oxime

Produkt 1

HCID 600367843-([1,1'-biphenyl]-4-ylsulfonyl)-N-(4-fluorobenzyl)-1,3-thiazolidine-2-carboxamide

Versuchsvorschrift

Following the general solid phase method as outlined Example 33, starting from 3-(tert-butoxycarbonyl)-1,3-thiazolidine-2-carboxylic acid, Kaiser oxime resin, 1,1′-biphenyl-4-sulfonyl chloride and (4-fluorophenyl)methanamine, the title compound was obtained in 92% purity by HPLC.

Quellen und Nachweise

ORD-Eintrag
ord-47a87ba376cf49ffa7cec4dc2e3b1c72
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415480B2

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