Trifluoroacetic acid → 4(5-Chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazoline

HRID 2374440

Reaktionsgleichung

Reaktionsgleichung von HRID 2374440
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][O:22][C:23]2[CH:32]=[C:31]3[C:26]([C:27]([NH:33][C:34]4[C:39]([Cl:40])=[CH:38][N:37]=[C:36]5[O:41][CH2:42][O:43][C:35]=45)=[N:28][CH:29]=[N:30]3)=[CH:25][C:24]=2[O:44][CH3:45])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[Cl:40][C:39]1[C:34]([NH:33][C:27]2[C:26]3[C:31](=[CH:32][C:23]([O:22][CH2:21][CH:18]4[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]4)=[C:24]([O:44][CH3:45])[CH:25]=3)[N:30]=[CH:29][N:28]=2)=[C:35]2[O:43][CH2:42][O:41][C:36]2=[N:37][CH:38]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 685487457(N-tert-butoxycarbonylpiperidin-4-ylmethoxy)-4-(5-chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxyquinazoline

Produkt 1

HCID 685414644(5-Chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazolineAusbeute 90,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (1 ml) was added to a solution of 7-(N-tert-butoxycarbonylpiperidin-4-ylmethoxy)-4-(5-chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxyquinazoline (0.253 g) in methylene chloride (10 ml) and the reaction mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated. Toluene was added to the residue and the mixture was evaporated. The residue was purified by column chromatography on silica (Isolute SCX column) using a 7M methanolic ammonia solution as eluent. There was thus obtained the title compound as a solid (0.187 g); NMR Spectrum: (DMSOd6) 1.25 (m, 2H), 1.75 (d, 2H), 1.93 (m, 1H), 2.54 (m, 2H), 3.0 (d, 2H), 3.93 (s, 3H), 3.98 (d, 2H), 6.17 (s, 2H), 7.15 (s, 1H), 7.76 (s, 1H), 7.78 (s, 1H), 8.23 (s, 1H); Mass Spectrum: M+H+ 444 and 446.

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. additionToluene was added to the residue
  3. customthe mixture was evaporated
  4. customThe residue was purified by column chromatography on silica (Isolute SCX column)

Quellen und Nachweise

ORD-Eintrag
ord-95780a87494844d0ade407a09a3e15b7
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07462623B2

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