N-bromobutanimide → 6-bromo-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one
反応式
[CH3:1][S:2][C:3]1[N:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10](=[O:13])[NH:9][C:7]=2[N:8]=1.[Br:14]N1C(=O)CCC1=O>CN(C)C=O>[Br:14][C:11]1[C:10](=[O:13])[NH:9][C:7]2[N:8]=[C:3]([S:2][CH3:1])[N:4]=[CH:5][C:6]=2[CH:12]=1参加物
4
実験手順
To a solution of 2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (1, 1.00 g, 5.18 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.59 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1×20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.50 mmol, 48%). ESMS m/z 272 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 12.88 (br. s., 1H), 8.84 (s, 1H), 8.47 (s, 1H), 2.57 (s, 3H).
後処理
- concentrationThe mixture was concentrated
- customthe solid was triturated with hot water (1×20 mL)
- filtrationfiltered
- washwashed with isopropanol
出典と根拠
- ORDレコード
- ord-9e2500a13eb94ad295031c6bd9aeef84
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08372970B2
反応ノート
読み込み中…