1-Cyanocyclopropanecarboxylic acid → 1-Cyano-cyclopropanecarboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

HRID 405747

Reaktionsgleichung

Reaktionsgleichung von HRID 405747
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:17])=[C:6]([C@:8]2([CH3:16])[C@@H:13]([F:14])[CH2:12][O:11][C:10]([NH2:15])=[N:9]2)[CH:7]=1.[C:18]([C:20]1([C:23](O)=[O:24])[CH2:22][CH2:21]1)#[N:19]>>[NH2:15][C:10]1[O:11][CH2:12][C@H:13]([F:14])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:23]([C:20]3([C:18]#[N:19])[CH2:22][CH2:21]3)=[O:24])[CH:3]=[CH:4][C:5]=2[F:17])([CH3:16])[N:9]=1

Komponenten

3

Edukt 2

HCID 27332591-Cyanocyclopropanecarboxylic acidHCID 86672004(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Produkt 1

HCID 665588571-Cyano-cyclopropanecarboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Versuchsvorschrift

The condensation of (4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate A8.2) and 1-cyano-cyclopropanecarboxylic acid (CAS 6914-79-0) following procedure I yielded the title compound as a white foam. MS (ISP): m/z=335.3 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-ac7b2936dfa14fd085b9ad6e8852c757
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754075B2

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