4-CHLORO-7-METHYL-QUINAZOLINE

General procedure: 6, 7-Dimethoxyquinazolin-4(3H)-one (20 g, 9.7 mmol) and 0.1 mL of /V, //-dimethylformamide were added to 50 mL of thionyl chloride. The resulting mixture was stirred at reflux for overnight. After cooled to room temperature, the solvent was removed in vacuo and saturated sodium carbonate solution was added to adjust the pH value to 8 at 0 C. The resulting mixture was extracted with dichloromethane and the combined organic layer was dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 5: 1) to give 1.96 g (88%) of the tilte compound as a yellow solid. MS (ESIpos): m/z = 225 (M+H)+; LC-MS [Method 1] : Rt = 0.91 min.Under a nitrogen atmosphere, compound I (0.57 g, 3.2 mmol, 1.0 eq), o-difluoromethylaniline (0.68 g, 4.8 mmol, 1.5 eq) was placed in a reaction flask, 20 ml of isopropanol was added, and the mixture was heated to a sealed atmosphere. The reaction was kept at 100 C for 5 h to remove the reaction.After recrystallization from methanol, the desired quinazoline derivative (0.47 g, yield 51.5%) was obtained.Example 101 (4-(6-Chloro-2, 3-dihydro-indol-1-yl)-7-methyl-quinazoline Utilizing a procedure analogous to that described in Example 24, this product was prepared in 14% yield from 6-chloro-indoline and C. 7-Bromomethyl-4-chloroquinazoline. To a solution of B.

Molecular Weight:178.62
XLogP3:2.9
Hydrogen Bond Acceptor Count:2
Exact Mass:178.0297759
Monoisotopic Mass:178.0297759
Topological Polar Surface Area:25.8
Heavy Atom Count:12
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes