Réaction #159610

Équation de réaction

azetidin-3-ol hydrochloride

trietylamine

methyl 2-chloropyridine-3-carboxylate

→

title compound ( D62 )

methyl 5-chloro-2-(3-hydroxyazetidin-1-yl)nicotinate

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThe residue obtained
2. 2
   Autreafter solvent evaporation
3. 3
   Autrewas purified by SPE-Si cartridge (10 g)
4. 4
   Lavageeluting with a mixture cyclohexane/ethylacetate from 90/10 to 60/40
5. 5
   AutreCollected fractions after solvent evaporation

Mode opératoire

To a solution of azetidin-3-ol hydrochloride (637 mg, 5.82 mmol, commercially available from Matrix Scientific #011272) and trietylamine (1.69 ml, 12.11 mmol) in methanol (10 ml), methyl 2-chloropyridine-3-carboxylate (1 g, 4.84 mmol) was added and the mixture stirred at 150° C. under microwave irradiation 10 min (2 cycles of 5 min each). The residue obtained after solvent evaporation was purified by SPE-Si cartridge (10 g) eluting with a mixture cyclohexane/ethylacetate from 90/10 to 60/40. Collected fractions after solvent evaporation afforded the title compound (D62) (D004/099/1) (800 mg)

Source