反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[N:3]=1.Cl.[CH:19]12[NH:26][CH:23]([CH2:24][CH2:25]1)[CH2:22][O:21][CH2:20]2.C(N(CC)CC)C>ClCCl>[Cl:8][C:6]1[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[N:3]=[C:2]([N:26]2[CH:19]3[CH2:25][CH2:24][CH:23]2[CH2:22][O:21][CH2:20]3)[CH:7]=1参加物
反応条件
- 温度
- 0 °C
実験手順
In a 250 mL round-bottomed flask was placed 4,6-dichloro-2-(4-nitrophenyl)pyrimidine (59, 192 mg, 0.711 mmol) in dichloromethane (8 mL) to give a colorless solution. 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride (33, 106 mg, 0.711 mmol) was added and the solution was cooled to 0° C. Triethylamine (0.297 mL, 2.133 mmol) was added slowly and the mixture was allowed to slowly warm to room temperature, and stirred for 16 hours at room temperature. The mixture was heated under reflux for 2 hours, diluted with dichloromethane and washed with saturated NaHCO3. The organic phase was dried over MgSO4, filtered and concentrated. the crude product was applied to a silica gel column and eluted with 5-40% EtOAc in hexanes to give the title compound (212 mg, 86%). The sample was identical to the same compound prepared according to Scheme 16. HRMS: For [M+H]+ mass error=0.1 mDa or 0.39 ppm.
後処理
- customIn a 250 mL round-bottomed flask was placed
- temperatureto slowly warm to room temperature
- temperatureThe mixture was heated
- temperatureunder reflux for 2 hours
- washwashed with saturated NaHCO3
- dry with materialThe organic phase was dried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- washeluted with 5-40% EtOAc in hexanes
出典と根拠
- ORDレコード
- ord-9601be6a4117446e90a01707e9dd8e4e
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08835429B2
関連ノート
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