Propargyl alcohol → 4-Methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine

HRID 580319노트

반응식

HRID 580319 반응식
C(O)C#C.[H-].[Na+].[C:7]([O-:11])(=O)[C:8]#[CH:9].[Na+].Cl[C:14]1[CH:19]=[C:18]([CH3:20])[N:17]=[C:16]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH2:28][CH3:29])[N:22]=2)[N:15]=1>O1CCCC1.C(Cl)(Cl)Cl>[CH3:20][C:18]1[CH:19]=[C:14]([O:11][CH2:7][C:8]#[CH:9])[N:15]=[C:16]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH2:28][CH3:29])[N:22]=2)[N:17]=1

참가 물질

7

반응물 4

HCID 7859Propargyl alcoholHCID 24758Sodium hydrideHCID 4314123propiolic acid, sodium saltHCID 142532544-Chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine

생성물 1

HCID 142531444-Methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine수율 83%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of propargyl alcohol (0.82 g) in anhydrous tetrahydrofuran (80 ml) was added 60 % oily sodium hydride (0.58 g) to prepare sodium propargylate. To this solution was added at room temperature 4-chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (3 g). The mixture was stirred for one hour and then concentrated under reduced pressure. To the redidue obtained was added chloroform (100 ml). The mixture was washed twice with water (30 ml each) and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The crystalline residue obtained was washed with hexane to obtain 4-methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine (2.7 g, yield: 83 %).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customTo the redidue obtained
  3. washThe mixture was washed twice with water (30 ml each)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationfollowed by concentration under reduced pressure
  6. customThe crystalline residue obtained
  7. washwas washed with hexane

출처 및 근거

ORD 기록
ord-87d822a5db91496b9970effadab1d49f
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04752608

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