Hydrochloric Acid → 3,4-dihydro-1-(4-piperidinyl)-2(1H)-Quinazolinone

HRID 67084ノート

反応式

HRID 67084 の反応式
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:23]3[C:18]([CH2:19][CH:20]=[CH:21][CH:22]=3)=[CH:17][NH:16][C:15]2=[O:24])[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl.O.[H][H]>[Pd].CO>[N:14]1([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][NH:16][C:15]1=[O:24]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 205282081-benzyl-4-[3,5-dihydro-2(1H)-quinazolinon-1-yl]-piperidineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 130510263,4-dihydro-1-(4-piperidinyl)-2(1H)-Quinazolinone収率 44.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
40 °C

実験手順

In this reference example, 16.0 g of 1-benzyl-4-[3,5-dihydro-2(1H)-quinazolinon-1-yl]-piperidine, 4.0 g of 10% Pd-C, 50 ml of 1 N hydrochloric acid, 150 ml of water and 300 ml of methanol are mixed and stirred at 40° C. Hydrogen gas is introduced to the mixture for 5 hours with stirring. Then, the Pd-C is removed by filtration and the filtrate is concentrated. The white crystalline residue is dissolved in 50 ml of water. The solution is adjusted to pH 10 with aqueous 5 N sodium hydroxide and extracted with chloroform. The extract is washed with water, dried and thereafter concentrated. Then, 50 ml of a mixture of ethyl acetate and n-hexane (1:1 by volume) is added to the residue. After trituration, the solid is separated by filtration, washed with the same mixed solvent to obtain 9.9 g of a crude product. The crude product is recrystallized from water-ethanol to obtain 5.1 g of the desired product.

後処理

  1. stirringwith stirring
  2. customThen, the Pd-C is removed by filtration
  3. concentrationthe filtrate is concentrated
  4. dissolutionThe white crystalline residue is dissolved in 50 ml of water
  5. extractionextracted with chloroform
  6. washThe extract is washed with water
  7. customdried
  8. concentrationconcentrated
  9. additionThen, 50 ml of a mixture of ethyl acetate and n-hexane (1:1 by volume) is added to the residue
  10. customAfter trituration, the solid is separated by filtration
  11. washwashed with the same mixed solvent
  12. customto obtain 9.9 g of a crude product
  13. customThe crude product is recrystallized from water-ethanol

出典と根拠

ORDレコード
ord-3dd9b2d36e314ee4a46ae1d5be5ced82
出典データセット
uspto-grants-1982_08
特許番号
US04344948

反応ノート

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