反応式
[H-].[Na+].[CH:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[CH2:13][C:14]#[N:15].[CH2:16]([NH:18][C:19]1[C:24]([CH:25]=O)=[CH:23][N:22]=[C:21]([NH:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:20]=1)[CH3:17].O>C(OCCO)C>[CH2:16]([N:18]1[C:19]2[N:20]=[C:21]([NH:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[N:22]=[CH:23][C:24]=2[CH:25]=[C:13]([C:4]2[CH:5]=[CH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:3]=2)[C:14]1=[NH:15])[CH3:17]参加物
実験手順
To a suspension of NaH (60% in mineral oil, 27 mg) in 5 mL of 2-ethoxyethanol was added 2-naphthyl-acetonitrile (227 mg, 1.36 mmol). After stirring for 5 minutes at room temperature, 4-ethylamino-2-phenylamino-pyrimidine-5-carbaldehyde (300 mg, 1.24 mmol) was added and the reaction heated at 110° C. for 1 hour, resulting in a dark brown solution. Upon cooling, the solution was poured into 30 mL of water which caused precipitation. The resulting precipitate was removed by filtration and washed with water. The crude product was purified by flash chromatography, eluting with 5% methanol/methylene chloride, followed by 10% methanol/methylene chloride. Concentration of product fractions yielded 400 mg (82%) of yellow solid, (8-ethyl-7-imino-6-naphthalen-2-yl-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-yl)-phenylamine; mp 236°-242° C.
後処理
- temperaturethe reaction heated at 110° C. for 1 hour
- customresulting in a dark brown solution
- temperatureUpon cooling
- customprecipitation
- customThe resulting precipitate was removed by filtration
- washwashed with water
- customThe crude product was purified by flash chromatography
- washeluting with 5% methanol/methylene chloride
出典と根拠
- ORDレコード
- ord-5004f689fe8441b7b8fb304853ccbbc3
- 出典データセット
- uspto-grants-1998_03
- 特許番号
- US05733914
関連ノート
読み込み中…