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

HRID 896219ノート

反応式

HRID 896219 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-829f4546959e4749ae1a18181d29e714
出典データセット
uspto-grants-2005_07
特許番号
US06919342B2

反応ノート

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