反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[C:16](I)[C:17]=1[O:18][CH3:19])[CH2:6][C:7]1[C:8]([NH2:14])=[N:9][C:10]([NH2:13])=[N:11][CH:12]=1.C([Si:23]([CH3:26])([CH3:25])[CH3:24])#C.O.[CH2:28](N(CC)CC)[CH3:29]>CN(C)C=O.[Cu]I>[CH3:24][Si:23]([CH3:26])([CH3:25])[C:16]1[CH:15]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:17]=1[O:18][CH3:19])[CH:6]([C:28]#[CH:29])[C:7]1[C:8]([NH2:14])=[N:9][C:10]([NH2:13])=[N:11][CH:12]=1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
A mixture of 8.7 g of 5-(3,4-dimethoxy-5-iodobenzyl)-pyrimidine-2,4-diamine, 6.2 ml of ethynyltrimethylsilane, 80 mg of bis-trimethylphosphine-palladium dichloride and 1 mg of copper(I) iodide in 25 ml of triethylamine and 25 ml of dimethylformamide is stirred at 60° for 16 hrs. After cooling to room temperature the reaction mixture is treated with 400 ml of water and extracted three times with 200 ml of methylene chloride each time. The combined organic phases are washed twice with 250 ml of water, once with 250 ml of a saturated sodium chloride solution and dried over magnesium sulphate. The crude product is chromatographed on silica gel with methylene chloride/methanol 9:1. 4.73 g (59%) of 5-[3-trimethylsilyl-ethynyl-4,5-dimethoxy-benzyl]-pyrimidine-2,4-diamine are obtained as beige crystals. M.p. 189°-190°.
後処理
- extractionextracted three times with 200 ml of methylene chloride each time
- washThe combined organic phases are washed twice with 250 ml of water, once with 250 ml of a saturated sodium chloride solution
- dry with materialdried over magnesium sulphate
- customThe crude product is chromatographed on silica gel with methylene chloride/methanol 9:1
出典と根拠
- ORDレコード
- ord-796060440b9c4307b5154120d4c9930d
- 出典データセット
- uspto-grants-1998_06
- 特許番号
- US05763450
関連ノート
読み込み中…