Dichloromethane → N-(3-(4-chloro-1-methyl-1H-pyrazol-5-yl)-4-hydroxyphenyl)-5-methylisoxazole-3-carboxamide
反応式
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]([OH:9])=O)[CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:43][C:44]1[CH:49]=[CH:48][C:47]([OH:50])=[C:46]([C:51]2[N:55]([CH3:56])[N:54]=[CH:53][CH:52]=2)[CH:45]=1.C(Cl)[Cl:58]>>[Cl:58][C:52]1[CH:53]=[N:54][N:55]([CH3:56])[C:51]=1[C:46]1[CH:45]=[C:44]([NH:43][C:7]([C:4]2[CH:3]=[C:2]([CH3:1])[O:6][N:5]=2)=[O:9])[CH:49]=[CH:48][C:47]=1[OH:50]参加物
反応物 5
生成物 1
実験手順
To a solution of 5-methylisoxazole-3-carboxylic acid (284.0 mg, 2236.0 μmol) dissolved in DCM(10.0 mL) was added HATU (1020.0 mg, 2683.0 μmol) followed by DIEA (58411, 3353 μmol). The solution was stirred at room temperature for 5 minutes. 4-amino-2-(1-methyl-1H-pyrazol-5-yl)phenol (500.00 mg, 2236 μmol) was added and the reaction mixture was stirred at 25° C. for 15 hours. The reaction mixture was subjected to purification by column chromatography (ethyl acetate:hexane 50:50) to afford the title compound as an off-white solid in 59.0% yield. LCMS m/z=333.2 (M+H), 1H NMR (400 MHz, DMSO-d6) δ ppm 2.69 (s, 3H), 3.66 (s, 3H), 6.64 (s, 1H), 7.00 (d, J=8.84 Hz, 1H), 7.61 (s, 1H), 7.64 (d, J=2.53 Hz, 1H), 7.73 (dd, J=8.84, 2.53 Hz, 1H), 10.04 (s, 1H), 10.60 (s, 1H).
後処理
- stirringthe reaction mixture was stirred at 25° C. for 15 hours
- customThe reaction mixture was subjected to purification by column chromatography (ethyl acetate:hexane 50:50)
出典と根拠
- ORDレコード
- ord-7dd01965aa104ab58bcf7cfc2857aca4
- 出典データセット
- uspto-grants-2016_05
- 特許番号
- US09328107B2
反応ノート
読み込み中…