反応式
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][OH:10].[H-].[Na+].F[C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][N:15]=1>C1COCC1>[F:20][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([O:10][CH2:9][CH2:8][O:7][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][O:1]2)[CH:19]=1参加物
実験手順
2-(Tetrahydro-2H-pyran-2yl-oxy)ethanol (731 mg, 679 μL, 5.00 mmol) was suspended in anhydrous THF and NaH (60% dispersion in mineral oil, 240 mg, 6.0 mmol) was added portionwise, resulting in evolution of gas and the reaction stirred at room temp. After 15 min, a solution of 2,4-difluoropyridine (690 mg, 6.00 mmol) in anhydrous THF (2 mL) was slowly added. After stirring for 2 h, the reaction was partitioned between H2O and EtOAc. The organic layer was separated, and the aqueous extracted again with EtOAc. The combined organics were dried over MgSO4, concentrated in vacuo and subjected to FCC, eluting with 0-30% EtOAc/cyclohexane, to afford the title compound as a colourless oil (633 mg, 43%). LCMS (Method 3) Rt 3.57 min, m/z 264.2 [M+Na].
後処理
- customresulting in evolution of gas
- stirringAfter stirring for 2 h
- customthe reaction was partitioned between H2O and EtOAc
- customThe organic layer was separated
- extractionthe aqueous extracted again with EtOAc
- dry with materialThe combined organics were dried over MgSO4
- concentrationconcentrated in vacuo
- washeluting with 0-30% EtOAc/cyclohexane
出典と根拠
- ORDレコード
- ord-6c7d77c30cc7466483739d8d2b0b5680
- 出典データセット
- uspto-grants-2016_09
- 特許番号
- US09440974B2
関連ノート
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