Phosphorus oxychloride → 4-Chloro-6-ethyl-5-fluoropyrimidine

HRID 496816ノート

反応式

HRID 496816 の反応式
[CH2:1]([C:3]1[N:8]=[CH:7][N:6]=[C:5](O)[C:4]=1[F:10])[CH3:2].P(Cl)(Cl)([Cl:13])=O>C(N(CC)CC)C.ClCCl>[Cl:13][C:5]1[C:4]([F:10])=[C:3]([CH2:1][CH3:2])[N:8]=[CH:7][N:6]=1

参加物

5

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178437743HCID 178437743、化合物

生成物 1

HCID 167434454-Chloro-6-ethyl-5-fluoropyrimidine収率 90%

試薬・触媒・溶媒 2

HCID 8471Triethylamine触媒HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

To a mixture of the compound of part (iv) (40 kg), dichloromethane (120 L) and triethylamine (28.4 g) was slowly added phosphorus oxychloride (47.2 kg) over 3 hours maintaining the reaction temperature below 40° C. during the addition. The mixture was heated under reflux for 5 hours, cooled to 25° C. and cautiously quenched into 3N aqueous hydrochloric acid solution (176 L), maintaining the temperature below 20° C. during this operation. The layers were separated, the aqueous phase extracted with dichloromethane (50 L) and the combined organic layers washed with water (50 L). The organic layer was concentrated under reduced pressure to provide the product as an oil (40.69 kg).

後処理

  1. customover 3 hours
  2. temperaturemaintaining the reaction temperature below 40° C.
  3. additionduring the addition
  4. temperatureThe mixture was heated
  5. temperatureunder reflux for 5 hours
  6. customcautiously quenched into 3N aqueous hydrochloric acid solution (176 L)
  7. temperaturemaintaining the temperature below 20° C. during this operation
  8. customThe layers were separated
  9. extractionthe aqueous phase extracted with dichloromethane (50 L)
  10. washthe combined organic layers washed with water (50 L)
  11. concentrationThe organic layer was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-acda1c869114481394084676416337bc
出典データセット
uspto-grants-2005_09
特許番号
US06946555B2

反応ノート

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