Potassium Carbonate → Tert-butyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate

HRID 404539ノート

反応式

HRID 404539 の反応式
C(=O)([O-])[O-].[K+].[K+].CS([C:11]1[N:16]=[C:15]([O:17][CH3:18])[CH:14]=[C:13]([O:19][CH3:20])[N:12]=1)(=O)=O.[C:21]([CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])#[N:22]>CN(C)C=O>[C:21]([CH:23]([C:11]1[N:16]=[C:15]([O:17][CH3:18])[CH:14]=[C:13]([O:19][CH3:20])[N:12]=1)[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])#[N:22]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 70693tert-Butyl cyanoacetateHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidine

生成物 1

HCID 67959054Tert-butyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

Into a 100-ml eggplant-shaped flask equipped with a magnetic stirrer and a reflux condenser were added 6.08 g (44 mmol) of potassium carbonate, 4.36 g (20 mmol) of 2-methanesulfonyl-4,6-dimethoxypyrimidine, 3.11 g (22 mmol) of tert-butyl cyanoacetate and 10 ml of N,N-dimethylformamide. The system inside was purged with nitrogen and stirred for 2 hours at 60° C. and for 4 hours at 70° C. The reaction slurry was cooled to room temperature and poured into 30 ml of a 5% aqueous hydrochloric acid solution. Thereto was added 50 ml of water, and concentrated hydrochloric acid was dropped until the system became acidic, followed by sufficient stirring. Then, filtration and washing with 30 ml of water were conducted. The crystals obtained were dried to obtain tert-butyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate as white crystal of 5.4 g. HPLC purity: 99.3% Yield: 97%

後処理

  1. customInto a 100-ml eggplant-shaped flask equipped with a magnetic stirrer and a reflux condenser
  2. customThe system inside was purged with nitrogen
  3. temperatureThe reaction slurry was cooled to room temperature
  4. additionpoured into 30 ml of a 5% aqueous hydrochloric acid solution
  5. additionThereto was added 50 ml of water, and concentrated hydrochloric acid
  6. additionwas dropped until the system
  7. filtrationThen, filtration
  8. washwashing with 30 ml of water
  9. customThe crystals obtained
  10. customwere dried

出典と根拠

ORDレコード
ord-450ca218f0164befbe5ddaefb68b6ddf
出典データセット
uspto-grants-2014_06
特許番号
US08748605B2

反応ノート

読み込み中…