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

HRID 1477691ノート

反応式

HRID 1477691 の反応式
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

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium Carbonate2 回HCID 693291-(Bromomethyl)-4-chlorobenzene2 回HCID 178517893HCID 178517893、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cf4d140134304fada13d61dbcc5b9864
出典データセット
uspto-grants-2016_08
特許番号
US09403798B2

反応ノート

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