Formamidine acetate → 5-Isopropylcarbonyl-4-isopropylpyrimidine

HRID 393162

反応式

HRID 393162 の反応式
C[O-].[Na+].C(O)(=O)C.[CH:8]([NH2:10])=[NH:9].C(O[CH:14]=[C:15]([C:21](=O)[CH:22]([CH3:24])[CH3:23])[C:16](=[O:20])[CH:17]([CH3:19])[CH3:18])C>CO>[CH:17]([C:16]([C:15]1[C:21]([CH:22]([CH3:24])[CH3:23])=[N:9][CH:8]=[N:10][CH:14]=1)=[O:20])([CH3:19])[CH3:18]

参加物

5

反応物 3

HCID 160693Formamidine acetateHCID 10942334Sodium MethoxideHCID 226487654-Ethoxymethylene-2,6-dimethyl-3,5-heptanedione

生成物 1

HCID 131474515-Isopropylcarbonyl-4-isopropylpyrimidine収率 89%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

11.5 g (60 mmol) of a 28% sodium methoxide solution was dissolved in 100 ml of methanol, and 5.6 g (54 mmol) of formamidine acetate was added, followed by stirring at room temperature for 15 minutes. Then, 11.5 g (54 mmol) of 4-ethoxymethylene-2,6-dimethyl-3,5-heptanedione was added under cooling with ice. The reaction mixture was further reacted at 50° C. for one hour. The solvent was distilled off under reduced pressure, and 200 ml of water was added, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and then dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent/n-hexane:ethyl acetate=4:1) to obtain 9.2 g (yield: 89%) of 5-isopropylcarbonyl-4-isopropylpyrimidine as slightly yellow liquid.

後処理

  1. temperatureunder cooling with ice
  2. customThe reaction mixture was further reacted at 50° C. for one hour
  3. distillationThe solvent was distilled off under reduced pressure, and 200 ml of water
  4. additionwas added
  5. extractionfollowed by extraction with ethyl acetate
  6. washThe obtained organic layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationEthyl acetate was distilled off under reduced pressure
  9. customthe residue was purified by silica gel column chromatography (developing solvent/n-hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-be52784d279843dcac2df280eb90819f
出典データセット
uspto-grants-2004_10
特許番号
US06806230B1

関連ノート

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