Dimethylformamide → 1-(4-Chlorobenzyl)-4-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one

HRID 1477691노트

반응식

HRID 1477691 반응식
CN(C)C=O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[N:24]=[CH:23][NH:22][C:21](=[O:25])[N:20]=3)[CH2:15][CH2:14]2)=[CH:9][CH:8]=1.[Cl:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31]Br)=[CH:29][CH:28]=1.C(=O)([O-])[O-].[K+].[K+]>O>[Cl:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][N:22]2[CH:23]=[N:24][C:19]([N:16]3[CH2:15][CH2:14][N:13]([C:10]4[CH:11]=[CH:12][C:7]([F:6])=[CH:8][CH:9]=4)[CH2:18][CH2:17]3)=[N:20][C:21]2=[O:25])=[CH:29][CH:28]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium Carbonate2회HCID 693291-(Bromomethyl)-4-chlorobenzene2회HCID 178517893HCID 178517893, 화합물

생성물 1

HCID 717674661-(4-Chlorobenzyl)-4-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one수율 53%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

To an N,N-dimethylformamide solution (170 mL) of 4-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazin-2(1H)-one (8.48 g, 30.8 mmol) synthesized in Reference Synthesis Example 3, 4-chlorobenzyl bromide (6.32 g, 30.9 mmol) and potassium carbonate (5.11 g, 37.0 mmol) were added and the resultant mixture was stirred at 50° C. for 1 hour and at 70° C. for 3 hours. To the reaction solution, 4-chlorobenzyl bromide (1.90 g, 9.25 mmol) and potassium carbonate (2.13 g, 15.4 mmol) were added and the resultant reaction solution was stirred at 70° C. further for 2 hours. After the completion of the reaction, water was added to the reaction solution and a resultant solid was filtered and was dried under reduced pressure. The resultant solid was suspended in ethyl acetate and the suspension was stirred at room temperature for 10 minutes. The solid was filtered and was dried under reduced pressure. These operations from suspending of the solid to the second drying of the solid were performed twice to obtain the title compound (6.49 g, yield: 53%).

후처리

  1. additionwere added
  2. customthe resultant reaction solution
  3. additionwas added to the reaction solution
  4. filtrationa resultant solid was filtered
  5. customwas dried under reduced pressure
  6. stirringthe suspension was stirred at room temperature for 10 minutes
  7. filtrationThe solid was filtered
  8. customwas dried under reduced pressure
  9. customsecond drying of the solid

출처 및 근거

ORD 기록
ord-cf4d140134304fada13d61dbcc5b9864
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403798B2

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