1-Bromo-3-chloropropane → 2-tert-Butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-tert-butyl-pyrimidine

HRID 896219노트

반응식

HRID 896219 반응식
[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:8]=[C:7]([C:17]([CH3:20])([CH3:19])[CH3:18])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:22][CH2:23][CH2:24][Cl:25].[OH-].[Na+]>C1(C)C=CC=CC=1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:22][CH2:23][CH2:24][Cl:25])[CH2:13][CH2:12]2)[CH:8]=[C:7]([C:17]([CH3:20])([CH3:19])[CH3:18])[N:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 14798Sodium HydroxideHCID 114600842,4-Di-tert-butyl-6-piperazin-1-ylpyrimidine

생성물 1

HCID 223498712-tert-Butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-tert-butyl-pyrimidine수율 82%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매

실험 절차

40 g of 2-tert-butyl-4-[piperazin-1-yl]-6-tert-butyl-pyrimidine and 45.6 g of 1-bromo-3-chloro-propane were dissolved in 160 ml toluene. 13.3 g of 50% aqueous sodium hydroxide and 2.3 g of tetrabutylammonium bromide (dissolved in 40 ml water) were added. The mixture was kept at 50° C. for 5 h under vigorous stirring. The reaction mixture was then extracted with water and ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, and the solvent was evaporated. The product was purified by chromatography on silicagel (cyclohexane/0-10% ethyl acetate) to yield the title compound in 82% yield.

후처리

  1. extractionThe reaction mixture was then extracted with water and ethyl acetate
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customThe product was purified by chromatography on silicagel (cyclohexane/0-10% ethyl acetate)

출처 및 근거

ORD 기록
ord-829f4546959e4749ae1a18181d29e714
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919342B2

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