Reaktion #79400

Reaktionsgleichung

4-chloro-6-iodo-7-fluoro-quinazoline hydrochloride

dioxane

4-benzyloxyaniline hydrochloride

→

title compound

Ausbeute 79.1%

(4-Benzyloxyphenyl)-(6-iodo-7-fluoro-quinazolin-4-yl)-amine hydrochloride

Ausbeute 79.1%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigePrepared
2. 2
   Temperaturcooled to room temperature
3. 3
   Filtrationfiltered
4. 4
   Sonstigeto remove the precipitated solids
5. 5
   WaschenThe solids were washed with cold anhydrous dioxane (100 ml)
6. 6
   SonstigeThe yellowish solid was collected
7. 7
   Sonstigedried under vacuum at room temperature

Vorschrift

Prepared according to Procedure A from 4-chloro-6-iodo-7-fluoro-quinazoline hydrochloride (4.02 grams, 11.65 mmoles), anhydrous dioxane (70 ml), dichloromethane (20 ml), and 4-benzyloxyaniline hydrochloride (2.83 grams, 12 mmoles). The mixture was stirred and heated to 110° C. (oil bath temperature) for 16 hours, cooled to room temperature and filtered to remove the precipitated solids. The solids were washed with cold anhydrous dioxane (100 ml) followed by cold anhydrous diethyl ether. The yellowish solid was collected and dried under vacuum at room temperature to yield 4.68 grams (79%) of the title compound. δH NMR (400 MHz, DMSO-d6): 11.2(s, 1H), 9.3(d, 1H), 8.79(s, 1H), 7.64(d, 1H), 7.58(d, 2H), 7.44(d, 2H), 7.38(m, 2H), 7.31 (m, 1H), 7.09(d, 2H), 5.14(s, 2H) ESI-MS m/z 472(M+1).

Quelle