ethyl4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

b) Preparation of the Compound of Formula (5): A 4.5 l Keller round-bottomed flask equipped with a reflux condenser, a thermometer, a dropping funnel and an argon conduit is loaded with acetic acid (1.30 l) and refluxed. A solution of a mixture of compound (6) (248.71 g, 1.34 mol) and of dimethyl aminomalonate hydrochloride (367.50 g, 1.74 mol) in acetic acid (0.85 l) is added dropwise to the mixture at reflux, over 1 h. The mixture is again refluxed for 2.5 h. The conversion is followed by HPLC. The reaction mixture is cooled to ambient temperature and the acetic acid is eliminated by distillation under reduced pressure. The dark crude product is triturated with water (4.5 l), which is added slowly, portionwise. The mixture is mechanically stirred for a further 1 h and is then filtered, and the filtration cake is washed with water (1 l). The recrystallization of the dark gray crude product is carried out from ethanol/water (350/350 ml) by refluxing and then cooling to 10° C. The precipitate is isolated by filtration and washed with ethanol/water (4.x.100/100 ml). The product is dried under reduced pressure at ambient temperature, to give the compound (5) (95.00 g, 28percent) in the form of a light purple-colored solid.

Molecular Weight:253.29
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:253.13140809
Monoisotopic Mass:253.13140809
Topological Polar Surface Area:68.4
Heavy Atom Count:18
Complexity:305
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes