Water → 5-Bromo-4,6-dimethoxypyrimidine

HRID 271452ノート

反応式

HRID 271452 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[CH:5][N:4]=1.CC(OC(C)=O)=O.C1C(=O)N([Br:25])C(=O)C1.O>CC(O)=O>[Br:25][C:8]1[C:3]([O:2][CH3:1])=[N:4][CH:5]=[N:6][C:7]=1[O:9][CH3:10]

参加物

6

反応物 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 67184N-bromobutanimideHCID 2598214,6-Dimethoxypyrimidine

生成物 1

HCID 5577185-Bromo-4,6-dimethoxypyrimidine収率 95.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

To the solution of 4,6-dimethoxypyrimidine (5 g, 35.7 mmol) in HOAc (20 mL) at room temperature under argon was added Ac2O (4.6 g, 44.6 mmol). The resulting solution was heated at 100° C. for 10 min and then NBS (7.9 g, 44.6 mmol) was added. Heating was continued at 100° C. for 5 h. Analysis by HPLC/MS indicated that the reaction was complete. After the reaction mixture was cooled to room temperature, water (50 mL) was added. The resulting precipitate was collected by filtration and further washed with water (15 mL×3), then dried under vacuum. The title compound (7.5 g) was obtained as a white solid. 1H NMR (CDCl3): δ 4.05 (s, 6H), 8.32 (s, 1H). 13C NMR (CDCl3): δ 55.2, 89.0, 154.9, 166.8.

後処理

  1. temperatureHeating
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. filtrationThe resulting precipitate was collected by filtration
  4. washfurther washed with water (15 mL×3)
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-02df196805d546f59e0611ba62fe2b29
出典データセット
uspto-grants-2008_11
特許番号
US07452892B2

反応ノート

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