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4-Pyridinemethanamine → [7-(3,4-Dimethoxy-phenyl)-imidazo[1,2-c]pyrimidin-5-yl]pyridin-4-ylmethyl-amine

HRID 1072418
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인쇄 미리보기

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HRID 1072418 반응식
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=2)[N:3]=1.[NH2:21][CH2:22][C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1.C(N(C(C)C)CC)(C)C>CC(O)C>[CH3:20][O:19][C:13]1[CH:12]=[C:11]([C:4]2[N:3]=[C:2]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=2)[CH:16]=[CH:15][C:14]=1[O:17][CH3:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 773174-PyridinemethanamineHCID 81531DiisopropylethylamineHCID 223865465-Chloro-7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidine

생성물 1

HCID 17931866[7-(3,4-Dimethoxy-phenyl)-imidazo[1,2-c]pyrimidin-5-yl]pyridin-4-ylmethyl-amine수율 52.6%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
90 °C

실험 절차

The mixture of 5-chloro-7-(3,4-dimethoxyphenyl)-imidazo[1,2-c]pyrimidine (57.94 mg, 0.2 mmol), 4-aminomethylpyridine (23.79 mg, 0.22 mmol), and diisopropylethylamine (38.78, 0.3 mmol) in 2-propanol was stirred at 90° C. for 20 h, and cooled to room temperature. The solvent was evaporated, and 5 ml of ice water was added. Then the resulting product was extracted with 2×10 ml of ethyl acetate. The combined extract was dried over MgSO4. Then the solvent was evaporated and 2 ml of ether was added. The produced solid was collected by filtration and dried to give pure product (38 mg, 52.6%) of [7-(3,4-dimethoxy-phenyl)-imidazo[1,2-c]pyrimidin-5-yl]pyridin-4-ylmethyl-amine.

후처리

  1. temperaturecooled to room temperature
  2. customThe solvent was evaporated
  3. addition5 ml of ice water was added
  4. extractionThen the resulting product was extracted with 2×10 ml of ethyl acetate
  5. extractionThe combined extract
  6. dry with materialwas dried over MgSO4
  7. customThen the solvent was evaporated
  8. addition2 ml of ether was added
  9. filtrationThe produced solid was collected by filtration
  10. customdried

출처 및 근거

ORD 기록
ord-5ace11e4df714cb885be6f4f3d0af7a1
출처 데이터셋
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06911443B2

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