2-chloro-N-(4-methoxyphenyl)-N-methylquinazolin-4-amine → HCID 178492250, compound

HRID 1436253Notes

Reaction equation

HRID 1436253 reaction equation
Cl[C:2]1[N:11]=[C:10]([N:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[CH3:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl.[NH2:23][CH2:24][CH2:25][C:26]1[N:30]=[CH:29][NH:28][CH:27]=1>>[NH:28]1[CH:27]=[C:26]([CH2:25][CH2:24][NH:23][C:2]2[N:11]=[C:10]([N:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH3:13])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[N:30]=[CH:29]1

Participants

3

Reactant 2

HCID 117381122-chloro-N-(4-methoxyphenyl)-N-methylquinazolin-4-amineHCID 178479202HCID 178479202, compound

Product 1

HCID 178492250HCID 178492250, compound

Procedure

The title compound was prepared from (2-chloro-quinazolin-4-yl)-(4-methoxy-phenyl)-methylamine (10 mg, 0.033 mmol) and histamine hydrochloride (16 mg, 0.10) by a procedure similar to example 10 and was isolated as white solid (7 mg, 70%). 1H NMR (CDCl3): 7.52 (s, 1H), 7.49 (brd, J=3.9 Hz, 2H), 7.20-7.15 (m, 2H), 7.03-6.96 (m, 3H), 6.83 (ddd, J=8.4, 4.5 and 3.9 Hz, 1H), 6.66 (d, J=8.7 Hz, 1H), 3.88 (s, 3H), 3.85 (t, J=6.6 Hz, 2H), 3.63 (s, 3H), 3.03 (t, J=6.6 Hz, 2H).

Sources & evidence

ORD record
ord-eefc27d82b344724994b4557632ac55d
Source dataset
uspto-grants-2009_11
Patent number
US07618975B2

Reaction notes

Loading…