Hydrochloric Acid → 1-[6-Chloro-2-(trifluoromethyl)-4-piperidinylmethyl]-2-pyrrolidinone

HRID 1088917ノート

反応式

HRID 1088917 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])=[CH:3][CH:2]=1.[ClH:14].[H][H].[OH-].[Na+].ClC1C=C(Cl)N=C([C:27]([F:30])([F:29])[F:28])N=1>O.C(#N)C>[Cl:14][CH:6]1[NH:1][CH:2]([C:27]([F:30])([F:29])[F:28])[CH2:3][CH:4]([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])[CH2:5]1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 117451541-(Pyridin-4-ylmethyl)pyrrolidin-2-one3 回HCID 157131974,6-Dichloro-2-trifluoromethylpyrimidineHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 867442881-[6-Chloro-2-(trifluoromethyl)-4-piperidinylmethyl]-2-pyrrolidinone

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6342Acetonitrile溶媒

実験手順

To a solution of 1-(4-pyridinylmethyl)-2-pyrrolidinone (Intermediate compound IV, 905 g, 5.14 moles) in potable water (11 L) was added reagent grade hydrochloric acid (470 mL, about 5.65 moles) and platinum IV oxide (25 g). The stirred mixture was treated with hydrogen at low pressure (5 inches of water pressure) and after hydrogen uptake was complete (about 3 days) the catalyst was removed by filtration and sodium hydroxide (50% solution, 130 g, 14.1 moles) was added. Next acetonitrile (1.68 L) was added and the solution was cooled to 25° while rapidly stirring and 5.14 moles of 4,6-dichloro-2-trifluoromethylpyrimidine, V, was added dropwise over a period of about 2 hours. The temperature is generally held at or below 25° during this addition. The product separates during this addition or on continued stirring overnight and can be removed by filtration.

後処理

  1. custom(about 3 days)
  2. additionwas added
  3. temperaturethe solution was cooled to 25°
  4. custombelow 25°
  5. additionduring this addition
  6. additionThe product separates during this addition
  7. stirringon continued stirring overnight
  8. customcan be removed by filtration

出典と根拠

ORDレコード
ord-e26813759eff4375b80ffe1e9039776a
出典データセット
uspto-grants-1990_10
特許番号
US04963678

反応ノート

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