(3,5-Dimethoxyphenyl)acetic acid → 2-(3,5-dimethoxyphenyl)-N-[3-(3-fluorophenyl)pyrazolo[1,5-a]pyrimidin-2-yl]acetamide

HRID 1912942

Reaktionsgleichung

Reaktionsgleichung von HRID 1912942
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]([OH:14])=O)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[F:15][C:16]1[CH:17]=[C:18]([C:22]2[C:23]([NH2:31])=[N:24][N:25]3[CH:30]=[CH:29][CH:28]=[N:27][C:26]=23)[CH:19]=[CH:20][CH:21]=1>>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([CH2:11][C:12]([NH:31][C:23]2[C:22]([C:18]3[CH:19]=[CH:20][CH:21]=[C:16]([F:15])[CH:17]=3)=[C:26]3[N:27]=[CH:28][CH:29]=[CH:30][N:25]3[N:24]=2)=[O:14])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Komponenten

3

Edukt 2

HCID 138316(3,5-Dimethoxyphenyl)acetic acidHCID 68751731HCID 68751731, Verbindung

Produkt 1

HCID 687489772-(3,5-dimethoxyphenyl)-N-[3-(3-fluorophenyl)pyrazolo[1,5-a]pyrimidin-2-yl]acetamide

Versuchsvorschrift

3,5-Dimethoxyphenylacetic acid and the product from Example 128A were processed as using the method analogous to that described in example 104 to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 10.40-10.51 (bs, 1H), 9.11 (dd, J=7.0, 1.8 Hz, 1H), 8.65 (dd, J=4.1, 1.7 Hz, 1H), 7.59 (ddd, J=11.2, 2.6, 1.6 Hz, 1H), 7.52 (d, J=7.9 Hz, 1H), 7.26-7.34 (m, 1H), 7.16 (dd, J=7.0, 4.1 Hz, 1H), 7.02-7.09 (m, 1H), 6.46-6.54 (m, 2H), 6.38-6.43 (m, 1H), 3.67-3.77 (bs, 6H), 3.59-3.62 (bs, 2H); MS (ESI) m/z 407 (M+H)+. Anal. calculated for C22H19FN4O3: C, 65.02; H, 4.71; N, 13.79. Found C, 64.80; H, 4.54; N, 13.77.

Quellen und Nachweise

ORD-Eintrag
ord-50475ca0ee864b4a8bfe11e70b89a70c
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609669B2

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