4-Chloro-6,7,8-trimethoxyquinazoline → HCID 86698280, compound

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[C:7]([O:16][CH3:17])[C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:18][C:19]1[CH:23]=[C:22]([C:24]([CH3:27])([CH3:26])[CH3:25])[Se:21][C:20]=1[C:28]([NH2:30])=[O:29].CN(C=O)C.[OH-].[Na+]>>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[C:7]([O:16][CH3:17])[C:8]=1[O:14][CH3:15])[N:5]=[CH:4][N:3]=[C:2]2[NH:18][C:19]1[CH:23]=[C:22]([C:24]([CH3:27])([CH3:25])[CH3:26])[Se:21][C:20]=1[C:28]([NH2:30])=[O:29]

Participants

Reactant 3

HCID 1006864-Chloro-6,7,8-trimethoxyquinazoline

HCID 866468893-Amino-5-tert-butylselenophene-2-carboxamide

HCID 86698281DMF NaOH

Product 1

HCID 86698280HCID 86698280, compound

Procedure

The reaction of 4-chloro-6,7,8-trimethoxyquinazoline with 3-amino-5-tert-butylselenophene-2-carboxamide in presence of DMF/NaOH as described in Example 1 gave the title compound as an off-white color solid, mp 218-220° C. 1H NMR (400 MHz, CDCl3): δ 12.08 (1H, br s, exchangeable with D2O), 8.87 (1H, s), 8.78 (1H, s), 7.20 (1H, s), 5.49 (2H, br s, exchangeable with D2O), 4.15 (3H, s), 4.07 (3H, s), 4.06 (3H, s), 1.47 (9H, s); 13C NMR (100 MHz, CDCl3): δ 169.0, 168.6, 154.7, 153.1, 152.6, 147.9, 147.6, 146.6, 142.0, 121.7, 112.0, 109.4, 95.9, 62.1, 61.3, 56.1, 37.2, 32.6; LC-MS (positive ion mode): m/z 463, 465 (M+H)+.