Potassium Carbonate → HCID 22347996, 화합물

HRID 897261노트

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HRID 897261 반응식
C([N:5]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[CH:12]=2)[NH:7][C:6]1=[O:17])(C)(C)C.O([CH2:26][C:27]([F:30])([F:29])[F:28])S(C(F)(F)F)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:16][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:26][C:27]([F:30])([F:29])[F:28])[C:6](=[O:17])[NH:5][C:14]2=[O:15]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 223480083-tert-Butyl-6-chloro-1H-quinazoline-2,4-dione

생성물 1

HCID 22347996HCID 22347996, 화합물수율 99.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

To a solution of 3-tert-butyl-6-chloro-1H-quinazoline-2,4-dione (1.0 g, 3.97 mmol) in acetonitrile (40 mL) was added trifluoroethyl triflate (0.736 mL, 4.76 mmol) and potassium carbonate (821 mg, 5.95 mmol). The reaction was heated to 50° C. and stirred 48 hrs. The solution was cooled, concentrated, and dissolved in ethyl acetate. The solution was washed with sodium bicarbonate, brine, dried over Na2SO4, filtered, and concentrated. The crude residue was dissolved in acetic acid and treated with 4 mL HBr solution (30 weight % in AcOH). The reaction was stirred for 3 hours at room temperature, and concentrated to provide 1.1 g of yellow solid. 1H NMR (300 MHz, CD3OD) δ ppm 4.96 (q, J=8.7 Hz, 2H), 7.53 (d, J=9.0 Hz, 1H), 7.75 (dd, J=2.6, 9.1 Hz, 1H), 8.07 (d, J=2.7 Hz, 1H); MS (ESI+Q1MS) m/z 279 [M+H]+

후처리

  1. temperatureThe solution was cooled
  2. concentrationconcentrated
  3. dissolutiondissolved in ethyl acetate
  4. washThe solution was washed with sodium bicarbonate, brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. dissolutionThe crude residue was dissolved in acetic acid
  9. additiontreated with 4 mL HBr solution (30 weight % in AcOH)
  10. stirringThe reaction was stirred for 3 hours at room temperature
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cf5fbb5c24904e6ab321bf7f83105e4e
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921821B2

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