Sodium Carbonate → (+/-)6-(1-Hydroxy-2-[4-(phenoxymethyl)-1-piperidyl]ethyl}-3-methyl-3,4-dihydro-1H-quinazolin-2-one

HRID 1087047노트

반응식

HRID 1087047 반응식
Cl[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[N:9]([CH3:16])[CH2:8]2)=[O:4].[O:17]([CH2:24][CH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[Na+].[Na+].[BH4-].[K+]>O.C(O)C>[OH:4][CH:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[N:9]([CH3:16])[CH2:8]2)[CH2:2][N:28]1[CH2:29][CH2:30][CH:25]([CH2:24][O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:26][CH2:27]1

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 30174444-(Phenoxymethyl)piperidineHCID 4192641Potassium borohydrideHCID 141167086-(2-Chloroacetyl)-3-methyl-1,2,3,4-tetrahydroquinazolin-2-one

생성물 1

HCID 86744928(+/-)6-(1-Hydroxy-2-[4-(phenoxymethyl)-1-piperidyl]ethyl}-3-methyl-3,4-dihydro-1H-quinazolin-2-one수율 102.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

A mixture of 3 g (12.6 mmoles) 6-chloroacetyl-3methyl-3,4-dihydro-1H-quinazolin-2-one, 2.4 g 4-(phenoxymethyl)piperidine, 1.7 g sodium carbonate, 70 ml ethanol and 15 ml water is heated under reflux for 2 h. The mixture is cooled, 6 g potassium borohydride are added slowly, and the mixture is allowed to return to ambient temperature while stirring. 125 ml water are added, the mixture is stirred for 1 h, then the solid is filtered off, washed with water, and recrystallized from ethanol. 5.1 g of compound are finally isolated.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 2 h
  3. temperatureThe mixture is cooled
  4. customto return to ambient temperature
  5. stirringthe mixture is stirred for 1 h
  6. filtrationthe solid is filtered off
  7. washwashed with water
  8. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-d02e6d200a1349d7968319fda5eade42
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034401

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