1-(4-Amino-3-fluorophenyl)pyridin-2-one → thiophene-2-carboxylic acid {(1S,2S,4R)-4-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-2-hydroxy-cyclopentyl}-amide

HRID 2244672Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2244672
CO[C:3]([CH:5]1[CH2:9][CH:8]([NH:10][C:11]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[O:12])[CH:7]([OH:18])[CH2:6]1)=[O:4].[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]2=[O:32])=[CH:22][C:21]=1[F:33]>>[F:33][C:21]1[CH:22]=[C:23]([N:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]2=[O:32])[CH:24]=[CH:25][C:20]=1[NH:19][C:3]([C@@H:5]1[CH2:9][C@H:8]([NH:10][C:11]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[O:12])[C@@H:7]([OH:18])[CH2:6]1)=[O:4]

Komponenten

3

Edukt 2

HCID 221815481-(4-Amino-3-fluorophenyl)pyridin-2-oneHCID 724371743-Hydroxy-4-[(thiophene-2-carbonyl)-amino]-cyclo-pentanecarboxylic acid methyl ester

Produkt 1

HCID 16066156thiophene-2-carboxylic acid {(1S,2S,4R)-4-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-2-hydroxy-cyclopentyl}-amide

Versuchsvorschrift

In analogy to example 1C, 1R,3S,4S)-3-hydroxy-4-[(thiophene-2-carbonyl)-amino]-cyclo-pentanecarboxylic acid methyl ester was reacted with 1-(4-amino-3-fluoro-phenyl)-1H-pyridin-2-one (CAS 536747-52-1, prepared according to C. F. Bigge et al., patent application WO 2003045912) to give thiophene-2-carboxylic acid {(1S,2S,4R)-4-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-2-hydroxy-cyclopentyl}-amide. Light yellow solid. MS: 442.1 ([M+H]+).

Quellen und Nachweise

ORD-Eintrag
ord-e3db64b6f4444507a786047884fbed91
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07678917B2

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