Dimethylamine → HCID 178437759, Verbindung
Reaktionsgleichung
[CH3:1][NH:2][CH3:3].Cl[CH:5]([C:7]1[N:16]=[C:15]([OH:17])[C:14]2[CH2:13][C:12]([CH3:19])([CH3:18])[CH2:11][CH2:10][C:9]=2[N:8]=1)[CH3:6].ClC(C)C#N>>[CH3:1][N:2]([CH3:3])[CH:5]([C:7]1[N:16]=[C:15]([OH:17])[C:14]2[CH2:13][C:12]([CH3:19])([CH3:18])[CH2:11][CH2:10][C:9]=2[N:8]=1)[CH3:6]Komponenten
4
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a solution of dimethylamine (2M solution in tetrahydrofuran, 4.0 mL, 8.0 mmol) was added 2-(1-chloroethyl)-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol (synthesized according to the method of reagent preparation 18 using 2-chloropropionitrile in step 1) (50 mg, 0.21 mmol) and the reaction mixture was stirred in a sealed tube for 16 hours at 80° C. After cooling to room temperature the reaction mixture was concentrated and the residue was partitioned between brine (50 mL) and ethyl acetate (50 mL). The organic layer was separated and washed with brine (20 mL), dried over sodium sulfate, filtered and concentrated to give 2-[1-(dimethylamino)ethyl]-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol (50 mg, 96%). MS (EI) for C14H23N3O: 250 (MH+).