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

HRID 580319ノート

反応式

HRID 580319 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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 %).

後処理

  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

出典と根拠

ORDレコード
ord-87d822a5db91496b9970effadab1d49f
出典データセット
uspto-grants-1988_06
特許番号
US04752608

反応ノート

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