Sodium hydride → 4-Chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine

HRID 469858

반응식

HRID 469858 반응식
[H-].[Na+].[F:3][C:4]([F:14])([F:13])[CH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[OH:6].[Cl:15][C:16]1[CH:21]=[C:20](Cl)[N:19]=[CH:18][N:17]=1>C1COCC1.CCOC(C)=O>[Cl:15][C:16]1[CH:21]=[C:20]([O:6][CH:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]([F:13])([F:14])[F:3])[N:19]=[CH:18][N:17]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 709434,6-DichloropyrimidineHCID 95556(S)-alpha-(Trifluoromethyl)benzyl alcohol

생성물 1

HCID 866143014-Chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine수율 95%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

NaH (60%, 120 mg, 3.0 mmol) was added to a solution of 2,2,2-trifluoro-1-phenyl-ethanol (350 mg, 2.03 mmol) in 5 ml of THF. The mixture was stirred for 20 minutes at room temperature. 4,6-Dichloro-pyrimidine (300 mg, 2.03 mmol) was added and then the reaction mixture was heated at 70° C. for 1 hour. After cooling, the THF was evaporated to provide a residue, which was dissolved in 15 ml of EtOAc, and then washed with water, and dried over sodium sulfate. The solvent was removed by rotovap to give 550 mg of 4-chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine, yield 95%.

후처리

  1. temperaturethe reaction mixture was heated at 70° C. for 1 hour
  2. temperatureAfter cooling
  3. customthe THF was evaporated
  4. customto provide a residue, which
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customThe solvent was removed by rotovap

출처 및 근거

ORD 기록
ord-7851558523e04ac280f807263616e85c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629156B2

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