Sodium Carbonate → 1-[1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-piperidinyl]-4,4-dimethyl-piperidin-2,6-dione monohydrochloride

HRID 127273

Reaktionsgleichung

Reaktionsgleichung von HRID 127273
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([Cl:16])[N:3]=1.[CH3:17][C:18]1([CH3:32])[CH2:23][C:22](=[O:24])[N:21]([CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[C:20](=[O:31])[CH2:19]1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[ClH:16].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:28]2[CH2:29][CH2:30][CH:25]([N:21]3[C:20](=[O:31])[CH2:19][C:18]([CH3:17])([CH3:32])[CH2:23][C:22]3=[O:24])[CH2:26][CH2:27]2)[N:3]=1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 128225624,4-Dimethyl[1,4'-bipiperidine]-2,6-dione

Produkt 1

HCID 205562601-[1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-piperidinyl]-4,4-dimethyl-piperidin-2,6-dione monohydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The mixture of 4.79 g of 4-amino-2-chloro-6,7-dimethoxyquinazoline, 4.49 g of 4,4-dimethyl-1-(4-piperidinyl)-piperidin-2,6-dione, 4.24 g of anhydrous sodium carbonate and 75 ml of dimethylformamide is stirred at 150° under nitrogen for 6 hours. It is filtered, the filtrate evaporated, the residue dissolved in ethyl acetate and the solution washed with aqueous sodium carbonate and water. It is dried, evaporated, the residue triturated with isopropanol, filtered off and discarded. The filtrate is made strongly acidic with hydrogen chloride, the precipitate filtered off and triturated with 175 ml of boiling methanol, to yield the 1-[1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-piperidinyl]-4,4-dimethyl-piperidin-2,6-dione monohydrochloride, melting at 279°-280° with decomposition.

Aufarbeitung

  1. filtrationIt is filtered
  2. customthe filtrate evaporated
  3. dissolutionthe residue dissolved in ethyl acetate
  4. washthe solution washed with aqueous sodium carbonate and water
  5. customIt is dried
  6. customevaporated
  7. customthe residue triturated with isopropanol
  8. filtrationfiltered off
  9. filtrationthe precipitate filtered off
  10. customtriturated with 175 ml of boiling methanol

Quellen und Nachweise

ORD-Eintrag
ord-a4e04b06a28b4d3a9bdb79429e524ff1
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04255429

Verknüpfte Notizen

Wird geladen…