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

HRID 1072418
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1072418
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]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

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

Produkt 1

HCID 17931866[7-(3,4-Dimethoxy-phenyl)-imidazo[1,2-c]pyrimidin-5-yl]pyridin-4-ylmethyl-amineAusbeute 52,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776Isopropanol
Lösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-5ace11e4df714cb885be6f4f3d0af7a1
Quelldatensatz
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06911443B2

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