2-Furanacrylic acid → (E)-N-[3-((R)-2-Amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-3-furan-2-yl-acrylamide

HRID 1941869

Reaktionsgleichung

Reaktionsgleichung von HRID 1941869
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C@:8]2([CH3:17])[C:13]([F:15])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1/[CH:24]=[CH:25]/[C:26](O)=[O:27]>>[NH2:16][C:10]1[O:11][CH2:12][C:13]([F:14])([F:15])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:26](=[O:27])/[CH:25]=[CH:24]/[C:20]3[O:19][CH:23]=[CH:22][CH:21]=3)[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1

Komponenten

3

Edukt 2

HCID 6434022-Furanacrylic acidHCID 58304207(R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Produkt 1

HCID 53241493(E)-N-[3-((R)-2-Amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-3-furan-2-yl-acrylamide

Versuchsvorschrift

The condensation of (R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-1) and (E)-3-furan-2-yl-acrylic acid following procedure I yielded the title compound after purification by preparative HPLC. MS (ISP): m/z=380.1 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-679dabe590e34c1490aff359c9d48cea
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08389513B2

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