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

HRID 2240133ノート

反応式

HRID 2240133 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-4e970484fa6a4b6099c8bd4652390cda
出典データセット
uspto-grants-2010_05
特許番号
US07723341B2

反応ノート

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