Sodium Iodide → {2-[4-(4-Chlorophenyl)piperazin-1-yl]-7-methoxythieno[3,2-d]pyrimidin-4-yl}propylamine

HRID 1788034ノート

反応式

HRID 1788034 の反応式
Br[C:2]1[C:6]2[N:7]=[C:8]([N:15]3[CH2:20][CH2:19][N:18]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=4)[CH2:17][CH2:16]3)[N:9]=[C:10]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]=2[S:4][CH:3]=1.[CH3:28][O-:29].[Na+].[I-].[Na+]>CO.[Cu]=O>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([N:18]2[CH2:19][CH2:20][N:15]([C:8]3[N:9]=[C:10]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]4[S:4][CH:3]=[C:2]([O:29][CH3:28])[C:6]=4[N:7]=3)[CH2:16][CH2:17]2)=[CH:22][CH:23]=1

参加物

6

反応物 3

HCID 5238Sodium IodideHCID 10942334Sodium MethoxideHCID 86616283{7-Bromo-2-[4-(4-chlorophenyl)piperazin-1-yl]thieno[3,2-d]pyrimidin-4-yl}propylamine

生成物 1

HCID 86616284{2-[4-(4-Chlorophenyl)piperazin-1-yl]-7-methoxythieno[3,2-d]pyrimidin-4-yl}propylamine収率 20%

試薬・触媒・溶媒 2

HCID 14829Copper oxide触媒HCID 887Methanol溶媒

反応条件

温度
160 °C

実験手順

2.00 g (4.28 mmol) of {7-bromo-2-[4-(4-chlorophenyl)piperazin-1-yl]thieno[3,2-d]pyrimidin-4-yl}propylamine (VII) is placed in 15 mL of methanol and cooled to some extent. First 0.995 g (18.42 mmol) of sodium methoxide, then 0.187 g (2.36 mmol) of copper (II) oxide, and 0.040 g (0.27 mmol) of sodium iodide are added. The reaction mixture is heated to 160° C. in the microwave for 0.75 hours. Then it is suction filtered through silica gel and the mother liquor is concentrated by evaporation. The residue is dissolved and any insoluble matter is removed by suction filtering. Further purification is carried out by preparative HPLC. 0.23 g of product VIII (20%) is obtained.

後処理

  1. temperaturecooled to some extent
  2. filtrationfiltered through silica gel
  3. concentrationthe mother liquor is concentrated by evaporation
  4. dissolutionThe residue is dissolved
  5. customany insoluble matter is removed by suction
  6. filtrationfiltering
  7. customFurther purification

出典と根拠

ORDレコード
ord-c7cd7bb8a1c444668c417583027e39d9
出典データセット
uspto-grants-2009_03
特許番号
US07511045B2

反応ノート

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