Ammonia → 5-(4-Fluoro-3-methylphenyl)-3-(pyridin-3-yl)isoxazole

反応式

[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[C:11]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[C:15]([CH3:20])[CH:14]=1)#[CH:12].N>>[F:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[O:1][N:2]=[C:3]([C:4]3[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=3)[CH:12]=2)=[CH:14][C:15]=1[CH3:20]

参加物

反応物 3

HCID 222Ammonia

HCID 162137974-Ethynyl-1-fluoro-2-methylbenzene

HCID 53404818N-Hydroxy-3-pyridinecarboximidoyl chloride

生成物 1

HCID 445461595-(4-Fluoro-3-methylphenyl)-3-(pyridin-3-yl)isoxazole

実験手順

The titled compound was prepared as the hydrochloride salt according to Method CB using the product of Example 1A (78 mg, 0.5 mmol) and 4-ethynyl-1-fluoro-2-methylbenzene (Aldrich, 67 mg, 0.5 mmol). 1H NMR (300 MHz, DMSO-d6) δ 1.96 (s, 3H), 7.38 (t, J=9.6 Hz, 1H), 7.62-7.75 (m, 2H), 7.80 (ddd, J=7.9, 5.4, 2.2 Hz, 1H), 7.89 (dd, J=6.9, 1.8 Hz, 1H), 8.42 (dt, J=8.1, 1.8, 1.6 Hz, 1H), 8.79 (dd, J=5.2, 1.6 Hz, 1H), 9.16 (d, J=2.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 255 (M+H)+.