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

HRID 67084노트

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HRID 67084 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3dd9b2d36e314ee4a46ae1d5be5ced82
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04344948

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