Imidazo[1,5-a]pyridin-8(5H)-one, 6,7-dihydro- (9CI)

A solution of 0.819 mmol of 5, 6, 7, 8-tetrahydroimidazo[1 , 5-a]pyridine [38666-30-7] in 3 ml of acetonitrile is admixed with 2.457 mmol of potassium permanganate and stirred vigorously at room temperature over 16 hours. The acetonitrile is removed completely by rotary evaporation, and the residue is taken up in 15 ml of aqueous 0.1 M HCI and kept in an ultrasound bath over approx. 2 minutes. The brown suspension is filtered, and the filtercake is washed with 5 ml of aqueous 0.1 M HCI. The combined yellow filtrates are basified with aqueous 2M NaOH and extracted with dichloromethane (3 x 25 ml). The combined organic phases are dried over sodium sulphate and concentrated by evaporation. 0.617 mmol (75percent crude yield) of the title compound is obtained from the residue as a yellow oil. The purity of the crude substance is 90percent by NMR. The substance is intrinsically identical to already published material from WO 2002/040484.A solution of 0.819 mmol of 5, 6, 7, 8-tetrahydroimidazo[1, 5-a]pyridine [38666-30-7] in 3 ml of acetonitrile is admixed with 2.457 mmol of potassium permanganate and stirred vigorously at room temperature over 16 hours. The acetonitrile is removed completely by rotary evaporation, and the residue is taken up in 15 ml of aqueous 0.1M HCl and kept in an ultrasound bath over approx. 2 minutes. The brown suspension is filtered, and the filtercake is washed with 5 ml of aqueous 0.1M HCl. The combined yellow filtrates are basified with aqueous 2M NaOH and extracted with dichloromethane (3.x.25 ml). The combined organic phases are dried over sodium sulphate and concentrated by evaporation. 0.617 mmol (75percent crude yield) of the title compound is obtained from the residue as a yellow oil. The purity of the crude substance is 90percent by NMR. The substance is intrinsically identical to already published material from WO 2002/040484.

Molecular Weight:136.15
XLogP3:0.1
Hydrogen Bond Acceptor Count:2
Exact Mass:136.063662883
Monoisotopic Mass:136.063662883
Topological Polar Surface Area:34.9
Heavy Atom Count:10
Complexity:158
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes