2-difluoromethyl-4-hydroxy-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide → HCID 59559860, Verbindung

HRID 1177227

Reaktionsgleichung

Reaktionsgleichung von HRID 1177227
[N:1]1([C:5]([C:7]2[C:12]([F:13])=[CH:11][C:10](F)=[CH:9][C:8]=2[F:15])=[O:6])[CH2:4][CH2:3][CH2:2]1.[CH3:16][N:17]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]2[CH:36]=[C:35]([OH:37])[C:28]3[CH2:29][CH:30]([CH:32]([F:34])[F:33])[O:31][C:27]=3[CH:26]=2)=[O:24])=[N:18]1>>[CH3:16][N:17]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]2[CH:36]=[C:35]([O:37][C:10]3[CH:11]=[C:12]([F:13])[C:7]([C:5]([N:1]4[CH2:4][CH2:3][CH2:2]4)=[O:6])=[C:8]([F:15])[CH:9]=3)[C:28]3[CH2:29][CH:30]([CH:32]([F:34])[F:33])[O:31][C:27]=3[CH:26]=2)=[O:24])=[N:18]1

Komponenten

3

Edukt 2

HCID 595604162-difluoromethyl-4-hydroxy-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amideHCID 66756525Azetidin-1-yl(2,4,6-trifluorophenyl)methanone

Produkt 1

HCID 59559860HCID 59559860, Verbindung

Versuchsvorschrift

The title compound was prepared in a similar manner as described for Example 33, from azetidin-1-yl(2,4,6-trifluorophenyl)methanone (57.4 mg, 0.267 mmol) and 2-difluoromethyl-4-hydroxy-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide (223a) (75 mg, 0.24 mmol) to give a white solid (20 mg, 16% yield). 1H NMR (400 MHz, CDCl3) δ 8.64 (s, 1 H) 7.25-7.35 (m, 1 H) 7.12-7.21 (m, 2 H) 6.71-6.82 (m, 1 H) 6.54 (d, J=8.34 Hz, 2 H) 5.73-6.12 (m, 1 H) 5.02 (d, J=8.08 Hz, 1 H) 4.23 (t, J=7.83 Hz, 2 H) 4.00-4.10 (m, 2 H) 3.78 (s, 3 H) 3.17-3.29 (m, 2 H) 2.36 (t, J=7.71 Hz, 2 H); LCMS for C24H20F4N4O4 m/z 505.00 and 506.00 (M+H)+; Anal. Calcd. for C24H20F4N4O4: C, 53.77; H, 4.01; N, 9.95; Found: C, 53.79; H, 3.91; N, 9.87.

Quellen und Nachweise

ORD-Eintrag
ord-10b48fc818224fc6a4b35383d59762da
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842713B2

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