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

HRID 2263088ノート

反応式

HRID 2263088 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5a2bd0324af9492eb9f6340a258a7f9f
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

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