1,4-Oxathiane → N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}thiomorpholine-4-carboxamide
反応式
[S:1]1[CH2:6][CH2:5]O[CH2:3][CH2:2]1.C([N:10](CC)C(C)C)(C)C.[Cl:16][C:17]1[CH:18]=[C:19]([CH:41]=[CH:42][C:43]=1[Cl:44])[CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH:23]([CH2:27][NH:28][C:29](=[O:40])OC2C=CC([N+]([O-])=O)=CC=2)[CH2:22]1>ClCCl>[Cl:16][C:17]1[CH:18]=[C:19]([CH:41]=[CH:42][C:43]=1[Cl:44])[CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH:23]([CH2:27][NH:28][C:29]([N:10]2[CH2:5][CH2:6][S:1][CH2:2][CH2:3]2)=[O:40])[CH2:22]1参加物
反応条件
- 温度
- 23 °C
実験手順
1,4-Thioxane (0.02 g) and N,N-diisopropylethylamine (0.04 ml) were added to a solution of Intermediate 10 (0.08 g) in dichloromethane (2 ml). The mixture was stirred at 23° C. for 16 h, and the solvent evaporated in vacuo. The residue was dissolved in dichloromethane (3 ml), and the solution shaken with polystyrene methyl isocyanate resin (Argonaut Technologies, 0.14 g, 1.45 mmol/g) for 2 h. The solution was drained from the resin, and the resin washed with dichloromethane (6 ml) and methanol (3 ml); the combined filtrate and washings were concentrated in vacuo. The residue was purified further by solid phase extraction (Isolute SCX sulphonic acid column), eluting with methanol followed by 10% 0.880 ammonia solution in methanol, to give the title compound as a pale yellow gum (0.065 g).
後処理
- customthe solvent evaporated in vacuo
- dissolutionThe residue was dissolved in dichloromethane (3 ml)
- stirringthe solution shaken with polystyrene methyl isocyanate resin (Argonaut Technologies, 0.14 g, 1.45 mmol/g) for 2 h
- washthe resin washed with dichloromethane (6 ml) and methanol (3 ml)
- concentrationthe combined filtrate and washings were concentrated in vacuo
- customThe residue was purified further by solid phase extraction (Isolute SCX sulphonic acid column)
- washeluting with methanol
出典と根拠
- ORDレコード
- ord-01757b5b056844ad8f89f33a4e0f286d
- 出典データセット
- uspto-grants-2007_01
- 特許番号
- US07157457B2
反応ノート
読み込み中…