Reaktion #944228

Reaktionsgleichung

4-Cyano-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester

HCl ethyl acetate

→

10-Azatricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-4-yl cyanide hydrochloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwarmed
2. 2
   Temperaturto reflux for 2 hours
3. 3
   Einengenconcentrated
4. 4
   workup.DISSOLUTIONdissolved in a minimum of methanol which
5. 5
   FiltrationThe product was collected by filtration (49 mg, 73%)

Vorschrift

4-Cyano-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester was treated with 3N HCl ethyl acetate (6 mL) and warmed to reflux for 2 hours, then concentrated, dissolved in a minimum of methanol which was saturated with Et2O and stirred 18 hours. The product was collected by filtration (49 mg, 73%). 1H NMR (400 MHz, DMSO-d6) δ 9.66 (br s, NH), 7.86 (br s, NH), 7.74–7.70 (m, 2H), 7.49 (d, J=7.5 Hz, 1H), 3.33–2.97 (m, 6H), 2.17 (m, 1H), 2.01 (d, J=11.0 Hz, 1H). GCMS m/e 184 (M+). M.p. 268–273° C.

Quelle