反応式
[C:1]([C:4]1[CH:13]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][C:15]=2[CH3:22])[C:12]2[C:11](=[O:23])[NH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:5]=1[CH3:24])(=[O:3])[CH3:2].ClCCl.F[B-](F)(F)F.[CH2:33]([O+](CC)CC)[CH3:34].CO>O>[C:1]([C:4]1[CH:13]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][C:15]=2[CH3:22])[C:12]2[C:7](=[CH:8][CH:9]=[N:10][C:11]=2[O:23][CH2:33][CH3:34])[NH:6][C:5]=1[CH3:24])(=[O:3])[CH3:2]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
150 mg (0.470 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-3-methylbenzonitrile are dissolved under an argon atmosphere in 10 ml of abs. dichloromethane, and 178 mg (0.939 mmol) of triethyloxonium tetrafluoroborate are added. After a reaction time of two hours at room temperature (reaction checked by HPLC), the mixture is mixed with 5 ml of methanol and 0.5 ml of water and again stirred for 2 h. It is then diluted with 20 ml of water and extracted three times with dichloromethane. The combined organic phases are dried with sodium sulfate, and the solvent is removed in a rotary evaporator. The residue is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). 110 mg (67.4% of theory) of the title compound are obtained.
後処理
- customAfter a reaction time of two hours at room temperature (reaction checked by HPLC)
- extractionextracted three times with dichloromethane
- dry with materialThe combined organic phases are dried with sodium sulfate
- customthe solvent is removed in a rotary evaporator
- customThe residue is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5)
出典と根拠
- ORDレコード
- ord-dacb59a01cab43468cf05bb25e361d76
- 出典データセット
- uspto-grants-2013_03
- 特許番号
- US08404709B2
関連ノート
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