Water → 2-(4,6-Dimethoxypyrimidine-2-yl)acetonitrile

HRID 404540노트

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HRID 404540 반응식
[C:1]([CH:3]([C:11]1[N:16]=[C:15]([O:17][CH3:18])[CH:14]=[C:13]([O:19][CH3:20])[N:12]=1)C(OC(C)(C)C)=O)#[N:2].C1(C)C=CC=CC=1.CS(O)(=O)=O.O>C(OCC)(=O)C>[C:1]([CH2:3][C:11]1[N:12]=[C:13]([O:19][CH3:20])[CH:14]=[C:15]([O:17][CH3:18])[N:16]=1)#[N:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 1140TolueneHCID 6395Methanesulfonic AcidHCID 67959054Tert-butyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate

생성물 1

HCID 145806742-(4,6-Dimethoxypyrimidine-2-yl)acetonitrile

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

Into a 50-ml eggplant-shaped flask provided with a magnetic stirrer and a reflux condenser were added 2.79 g (10 mmol) of tert-butyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate, 10 ml of toluene and then 0.38 g (4 mmol) of methanesulfonic acid. The system inside was purged with nitrogen and stirred for 2 hours at 100° C. After the completion of a reaction, the system was cooled to room temperature; 30 ml water and 30 ml of ethyl acetate were added for phase separation; and re-extraction was conducted using 20 ml of ethyl acetate. Two ethyl acetate phases were combined, washed with saturated sodium chloride water, and dried over anhydrous sodium sulfate. Then, ethyl acetate was distilled off under reduced pressure to obtain 2-cyanomethyl-4,6-dimethoxypyrimidine as white crystal of 1.45 g. HPLC purity: 95.7% Yield: 81%

후처리

  1. customInto a 50-ml eggplant-shaped flask provided with a magnetic stirrer and a reflux condenser
  2. customThe system inside was purged with nitrogen
  3. customAfter the completion of a reaction
  4. temperaturethe system was cooled to room temperature
  5. extractionand re-extraction
  6. washwashed with saturated sodium chloride water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThen, ethyl acetate was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-15eeb50f2eed4a75bef0a3fed91f25b9
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748605B2

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