Imidazole → 4-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethoxy)-2-chloropyrimidine

HRID 410708노트

반응식

HRID 410708 반응식
N1C=CN=C1.[Cl:6][C:7]1[N:12]=[C:11]([O:13][CH2:14][CH2:15][OH:16])[CH:10]=[CH:9][N:8]=1.[Si:17](Cl)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]>ClCCl>[Si:17]([O:16][CH2:15][CH2:14][O:13][C:11]1[CH:10]=[CH:9][N:8]=[C:7]([Cl:6])[N:12]=1)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 597640682-[(2-Chloropyrimidin-4-yl)oxy]ethanol

생성물 1

HCID 866582614-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethoxy)-2-chloropyrimidine수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Imidazole (389 mg, 5.72 mmol) was added to a suspension of 2-[(2-chloropyrimidin-4-yl)oxy]ethanol (416 mg, 2.38 mmol) in dichloromethane (9.5 mL) at 0° C. tert-Butyldimethylsilyl chloride (424 mg, 2.81 mmol) was added and the reaction mixture stirred at room temperature for 2 h. The reaction was quenched with water and the organic layer separated. The organic layer was dried over sodium sulfate, filtered, and concentrated to give 4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)-2-chloropyrimidine (678 mg, 2.35 mmol, 99% yield) as a clear, yellow oil. MS ESI: [M+H]+ m/z 289.1.

후처리

  1. additionwas added
  2. customThe reaction was quenched with water
  3. customthe organic layer separated
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1664ba557db24ec4a2aa7f4959c404c6
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759366B2

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