2,5-Difluorobenzoyl chloride → (S)-3-(2,5-difluorophenyl)-N-(1-(2-hydroxyethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide

HRID 18474

Reaktionsgleichung

Reaktionsgleichung von HRID 18474
[OH:1][CH2:2][CH2:3][NH:4][C:5](=[O:31])[C@@H:6]([NH:11][C:12]([N:14]1[C:18]2[CH2:19][CH2:20][O:21][CH2:22][C:17]=2[C:16]([C:23]2[CH:28]=[CH:27][C:26](F)=[C:25]([F:30])[CH:24]=2)=[N:15]1)=[O:13])[C:7]([CH3:10])([CH3:9])[CH3:8].[F:32]C1C=CC(F)=CC=1C(Cl)=O>>[F:32][C:28]1[CH:27]=[CH:26][C:25]([F:30])=[CH:24][C:23]=1[C:16]1[C:17]2[CH2:22][O:21][CH2:20][CH2:19][C:18]=2[N:14]([C:12]([NH:11][C@@H:6]([C:7]([CH3:10])([CH3:9])[CH3:8])[C:5]([NH:4][CH2:3][CH2:2][OH:1])=[O:31])=[O:13])[N:15]=1

Komponenten

3

Edukt 2

HCID 5880822,5-Difluorobenzoyl chlorideHCID 46220523(S)-N-(1-(2-hydroxyethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-3-(3,4-difluorophenyl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide

Produkt 1

HCID 46830661(S)-3-(2,5-difluorophenyl)-N-(1-(2-hydroxyethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide

Versuchsvorschrift

(S)-3-(2,5-difluorophenyl)-N-(1-(2-hydroxyethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide (87) Compound 87 was prepared according to the procedure for the synthesis of compound 36 by replacing 3,4-difluorobenzoyl chloride with 2,5-difluorobenzoyl chloride. LCMS (+ESI) m/z=437.4 [M+H]+. 1H NMR (CDCl3) δ 7.88 (d, J=9.0 Hz, 1H), 7.41-7.45 (m, 1H), 7.07-7.11 (m, 2H), 6.34 (br, 1H), 4.67 (s, 2H), 4.15 (d, J=9.0 Hz, 1H), 3.95 (t, J=5.6 Hz, 2H), 3.72-3.76 (m, 2H), 3.45-3.49 (m, 2H), 3.17 (br, 2H), 1.05 (s, 9H). Purity: 97%.

Quellen und Nachweise

ORD-Eintrag
ord-bb5cf36588e54081a29727789e66da98
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741350B1

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