Diethyl P-((methylthio)methyl)phosphonate → HCID 86757952、化合物
反応式
C([Li])CCC.[CH3:6][S:7][CH2:8][P:9](=[O:16])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12].[CH2:17]([C:21]1[CH:26]=[C:25](Cl)[N:24]2[N:28]=[CH:29][CH:30]=[C:23]2[N:22]=1)[CH2:18][CH2:19][CH3:20]>C1COCC1.C(OCC)(=O)C>[CH2:17]([C:21]1[CH:26]=[C:25]([CH2:6][S:7][CH2:8][P:9](=[O:16])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])[N:24]2[N:28]=[CH:29][CH:30]=[C:23]2[N:22]=1)[CH2:18][CH2:19][CH3:20]参加物
反応条件
- 温度
- -78 °C
実験手順
30.7 ml of n-butyl lithium (1.63 M, n-hexane solution) was diluted with 35 ml of THF, and the diluted solution was cooled to −78° C. in an atmosphere of argon. Thereto was added a solution of 10.4 g of diethyl methylthiomethylphosphonate in 10 ml of THF, followed by stirring at −78° C. for 1 hour. Thereto was added dropwise a solution of 5 g of 5-n-butyl-7-chloropyrazolo[1,5-a]pyrimidine in 5 ml of THF, followed by stirring at −78° C. for 1 hour. The reaction mixture was diluted with ethyl acetate and washed sequentially with aqueous ammonium chloride solution, water and saturated saline and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:3→1:1). As a result, 5.9 g of diethyl (5-n-butylpyrazolo[1,5-a]pyrimidin-7-yl)methylthiomethylphosphonate was obtained as an oily product.
後処理
- stirringby stirring at −78° C. for 1 hour
- washwashed sequentially with aqueous ammonium chloride solution, water and saturated saline
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:3→1:1)
出典と根拠
- ORDレコード
- ord-f1760fb48a844112918265882e75dbe1
- 出典データセット
- uspto-grants-2002_04
- 特許番号
- US06372749B1
反応ノート
読み込み中…