Ethyl 5,6-diphenyl-1,2,4-triazine-3-carboxylate → Ethyl 5,6-diphenylpyridine-2-carboxylate

HRID 12516

Reaction equation

HRID 12516 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])N=N[C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:24](N1CCCC1)=[CH2:25]>C(Cl)(Cl)Cl>[C:13]1([C:12]2[CH:24]=[CH:25][C:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[N:8][C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 317903Ethyl 5,6-diphenyl-1,2,4-triazine-3-carboxylate2×HCID 3014294N-Vinylpyrrolidine2×

Product 1

HCID 14789610Ethyl 5,6-diphenylpyridine-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

General Procedure D. Ethyl 5,6-diphenyl-1,2,4-triazine-3-carboxylate (Compound 11, 200 mg, 0.66 mmol) and crude 1-vinylpyrrolidine (Compound 38, 2 g) in CHCl3 (20 ml) was heated at 75° C. overnight under nitrogen. The solvent was removed in vacuo, and the residue was purified by silica gel column chromatography (20% ethyl acetate in hexane) to yield the title compound as a light yellow solid.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by silica gel column chromatography (20% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-407ba34a62634895800105f14ad97f06
Source dataset
uspto-grants-2010_06
Patent number
US07728014B2

Linked notes

Loading…