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

HRID 2240133노트

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HRID 2240133 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 14829Copper oxide촉매HCID 887Methanol용매

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온도
160 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4e970484fa6a4b6099c8bd4652390cda
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723341B2

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