Potassium Carbonate → 5-[4-(4-cyanophenyl)-1-piperazinyl]-6-methyl-2,4-(1H,3H)-pyrimidinedione

HRID 371471

반응식

HRID 371471 반응식
Br[C:2]1[C:3](=[O:10])[NH:4][C:5](=[O:9])[NH:6][C:7]=1[CH3:8].[C:11]([C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:15][CH:14]=1)#[N:12].[F-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)P(N(C)C)(N(C)C)=O>[C:11]([C:13]1[CH:14]=[CH:15][C:16]([N:19]2[CH2:24][CH2:23][N:22]([C:2]3[C:3](=[O:10])[NH:4][C:5](=[O:9])[NH:6][C:7]=3[CH3:8])[CH2:21][CH2:20]2)=[CH:17][CH:18]=1)#[N:12]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 847572,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-HCID 522689Potassium FluorideHCID 27339954-(Piperazin-1-yl)benzonitrile

생성물 1

HCID 202728655-[4-(4-cyanophenyl)-1-piperazinyl]-6-methyl-2,4-(1H,3H)-pyrimidinedione수율 29.9%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
140 °C

실험 절차

A mixture of 20.5 g (0.10 mole) of 5-bromo-6-methyl-2,4(1H,3H)-pyrimidinedione, 18.1 g (0.10 mole) of 4-(4-cyanophenyl)piperazine, 6.4 g (0.11 mole) of anhydrous potassium fluoride, 15.2 g (0.1 mole) of powdered potassium carbonate in 100 ml of hexamethyl phosphoramide was heated at 140° C. for 24 hours. The mixture was cooled and poured into 500 ml of ice water. The solid was collected and washed with 100 ml of water. Recrystallization from N,N-dimethylformamide and drying in vacuo at 78° C. for 16 hours gave 9.3 g of the product as a dull solid.

후처리

  1. temperatureThe mixture was cooled
  2. customThe solid was collected
  3. washwashed with 100 ml of water
  4. customRecrystallization from N,N-dimethylformamide
  5. customdrying in vacuo at 78° C. for 16 hours

출처 및 근거

ORD 기록
ord-5fd490a8d73246e0a4b4afa32a29c68a
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04532240

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