1,3-Bis(aminomethyl)cyclohexane → (3-Aminomethyl-cyclohexylmethyl)-[2-(2-naphthalen-1-yl-vinyl)-quinazolin-4-yl]-amine

HRID 1171042

Reaktionsgleichung

Reaktionsgleichung von HRID 1171042
Cl[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH:12]=[CH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)[NH:3]1.[NH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH:28]([CH2:32][NH2:33])[CH2:27]1>C(O)C>[NH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH:28]([CH2:32][NH:33][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([CH:12]=[CH:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=[CH:16][CH:15]=3)[N:3]=2)[CH2:27]1

Komponenten

4

Edukt 2

HCID 174061,3-Bis(aminomethyl)cyclohexaneHCID 1784783434-Chloro-2-(2-naphthalen-1-yl-vinyl)-3,4-dihydro-quinazoline

Produkt 1

HCID 68681390(3-Aminomethyl-cyclohexylmethyl)-[2-(2-naphthalen-1-yl-vinyl)-quinazolin-4-yl]-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Chloro-2-(2-naphthalen-1-yl-vinyl)-3,4-dihydro-quinazoline (0.08 mmol), C-(3-aminomethyl-cyclohexyl)-methylamine (0.24 mmol) and 2 ml ethyl alcohol are placed in an 8 ml glass vial sealed with a teflon-lined screw cap. The mixture is heated at 80° for 3 hrs. After cooling to rt, the ethyl alcohol is removed. Ethyl acetate (3 ml) and water (3 ml) are added to the vial. After agitation, the water was removed. The procedure is repeated with water and aq. NaCl (sat.). Purification with silica gel afforded (3-aminomethyl-cyclohexylmethyl)-[2-(2-naphthalen-1-yl-vinyl)-quinazolin-4-yl]-amine;

Aufarbeitung

  1. customcap
  2. temperatureThe mixture is heated at 80° for 3 hrs
  3. customthe ethyl alcohol is removed
  4. additionEthyl acetate (3 ml) and water (3 ml) are added to the vial
  5. customAfter agitation, the water was removed
  6. customPurification with silica gel

Quellen und Nachweise

ORD-Eintrag
ord-3e196e30367a4ea7a3fb9a80d5c0c842
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07829566B2

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