1-(2-Bromopyridin-3-yl)propane-1,3-diol → 3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol
反応式
Br[C:2]1[C:7]([CH:8]([OH:12])[CH2:9][CH2:10][OH:11])=[CH:6][CH:5]=[CH:4][N:3]=1.C(O[K])(C)(C)C>CC(O)(C)C>[O:11]1[C:2]2=[N:3][CH:4]=[CH:5][CH:6]=[C:7]2[CH:8]([OH:12])[CH2:9][CH2:10]1参加物
4
反応条件
- 温度
- 80 °C
実験手順
A mixture of 1-(2-bromopyridin-3-yl)propane-1,3-diol (40.9 mmol) (Bioorg. Med. Chem. Lett., 20(9), 2938-2941, 2010) and tBuOK (123 mmol) in 164 mL tBuOH was stirred for 90 min at 80° C. The reaction mixture was then concentrated in vacuo, taken up in H2O and extracted with EtOAc and DCM. The combined organic layers were dried over MgSO4 and concentrated in vacuo. Purification by CC (KP-SIL™ from Biotage) using DCM/MeOH (1-5%) gives the desired product as brown oil;
後処理
- concentrationThe reaction mixture was then concentrated in vacuo
- extractionextracted with EtOAc and DCM
- dry with materialThe combined organic layers were dried over MgSO4
- concentrationconcentrated in vacuo
- customPurification by CC (KP-SIL™ from Biotage)
出典と根拠
- ORDレコード
- ord-c6eb8c6f875c482ab4af2bf318d78cb2
- 出典データセット
- uspto-grants-2015_12
- 特許番号
- US09221832B2
反応ノート
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