Pyridine → 2,2,2-Trichloroethyl [2-(acetylamino)pyrimidin-5-yl]carbamate

HRID 2263088노트

반응식

HRID 2263088 반응식
[NH2:1][C:2]1[CH:3]=[N:4][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[N:6][CH:7]=1.N1C=CC=CC=1.Cl[C:19]([O:21][CH2:22][C:23]([Cl:26])([Cl:25])[Cl:24])=[O:20]>O1CCCC1>[C:9]([NH:8][C:5]1[N:6]=[CH:7][C:2]([NH:1][C:19](=[O:20])[O:21][CH2:22][C:23]([Cl:26])([Cl:25])[Cl:24])=[CH:3][N:4]=1)(=[O:11])[CH3:10]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 870632,2,2-Trichloroethyl chloroformateHCID 20387481N-(5-aminopyrimidin-2-yl)acetamide

생성물 1

HCID 866254942,2,2-Trichloroethyl [2-(acetylamino)pyrimidin-5-yl]carbamate수율 9.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of N-(5-aminopyrimidin-2-yl)acetamide (450 mg, 2.96 mmol) and pyridine (0.718 ml, 8.87 mmol) in tetrahydrofuran (10 ml) was added 2,2,2-trichloroethyl chloroformate (0.612 ml, 4.44 mmol) with ice-cooling, the mixture was stirred for 1 hour with ice-cooling and then at room temperature for 2 hours, the reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to obtain the desired product (88.3 mg, 9.1%) as a solid.

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. waitat room temperature for 2 hours
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-5a2bd0324af9492eb9f6340a258a7f9f
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

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