6-BENZYL-4-CHLORO-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDINE

6-Benzyl-4-chloro-5, 6, 7, 8-tetrahydropyrido[4, 3-d]pyrimidine Intermediate 26-Benzyl-4-chloro-5, 6, 7, 8-tetrahydropyrido[4, 3-d]pyrimidine A mixture of 6-benzyl-5, 6, 7, 8-tetrahydropyrido[4, 3-d]pyrimidin-4(3H)-one (5.0 g, 0.02 mol), phosphoryl chloride (3.30 mL, 0.035 mol) and acetonitrile (80 mL) and DMF (catalytic amount) was heated at 70° C. for 1 hour. The mixture was concentrated in vacuo and the remaining black residue was taken up in dichloromethane (250 mL) and poured over ice. The mixture was carefully neutralized with the addition of solid sodium bicarbonate. The organic layer was separated and dried over sodium sulfate and concentrated in vacuo. The mixture was purified by silica gel column with EtOAc/hexane (0-100percent) to yield the title compound as a yellow oil (3 g, 57.8percent). LC-MS: 260 [M+1]INTERMEDIATE 26-Benzyl-4-chloro-5, 6, 7, 8-tetrahydropyrido [4, 3-d] pyrimidine[00274] A mixture of 6-benzyl-5, 6, 7, 8-tetrahydropyrido[4, 3-d]pyrimidin-4(3H)-one (5.0 g, 0.02 mol), phosphoryl chloride (3.30 mL, 0.035 mol) and acetonitrile (80 mL) and DMF (catalytic amount) was heated at 70 4-Chloro-7-benzyl-5, 6, 7, 8-tetrahydropyrido[4, 3-d]pyrimidine (1.5 g, 5.8 mmol) was added sequentially to a 100 mL reaction flask.2-fluoro-4-methylsulfonylaniline (1.3 g, 6.9 mmol), Pd2(dba)3 (1.2 mmol), X-Phos (1.2 mmol), CS2CO3 (2.5 mmol) and anhydrous (30 mL).The reaction solution was purged with nitrogen and refluxed overnight.After the reaction was completed, the reaction solution was extracted twice with ethyl acetate.The mixture was washed twice with saturated sodium chloride, dried over anhydrous sodium sulfate and evaporated.Purified by silica gel column chromatography(PE: EA = 1:1) gave 2 g of a yellow solid, yield 83%.General procedure: To the solution of Add in a 100mL two-necked flaskTo a solution of

Molecular Weight:259.73
XLogP3:2.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:259.0876252
Monoisotopic Mass:259.0876252
Topological Polar Surface Area:29
Heavy Atom Count:18
Complexity:268
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes