2,2-Difluorocyclopropane-1-carboxylic acid → 2,2-Difluoro-cyclopropanecarboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

HRID 405762

Reaktionsgleichung

Reaktionsgleichung von HRID 405762
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C@:8]2([CH3:17])[C@:13]([F:15])([CH3:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[F:19][C:20]1([F:26])[CH2:22][CH:21]1[C:23](O)=[O:24]>>[NH2:16][C:10]1[O:11][CH2:12][C@@:13]([F:15])([CH3:14])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:23]([CH:21]3[CH2:22][C:20]3([F:26])[F:19])=[O:24])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1

Komponenten

3

Edukt 2

HCID 27828232,2-Difluorocyclopropane-1-carboxylic acidHCID 86672006(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Produkt 1

HCID 665591882,2-Difluoro-cyclopropanecarboxylic acid [3-((4R,5R)-2-amino-5-fluoro-4,5-dimethyl-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-4,5-dimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (A8.3) and 2,2-difluoro-cyclopropanecarboxylic acid (CAS 107873-03-0) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=360.3 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-04a23b6662e84743bbf84a599dc64165
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754075B2

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