Pyridine → HCID 86738680, compound

Participants

Reaction Conditions

Reaction Steps

(S)-3-Methylthio-1,5,10,10a-tetrahydrothiazolo-[3,4-b]isoquinolinium iodide (22.4 g) is added to a solution of 5-amino-3-methoxycarbonylisoquinoline (13 g) in pyridine (400 cc). The suspension gradually changes to a solution. After stirring for 3 days at a temperature of the order of 20° C., the mixture is concentrated to dryness under reduced pressure (20 m Hg; 2.7 kPa) at 60° C. The residue is dissolved in methylene chloride (500 cc) and the solution is washed with a N aqueous sodium hydroxide (3×300 cc) and then with water. The solution is dried over sodium sulphate and filtered and the filtrate is then concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at 40° C. The residue is recrystallised from acetonitrile (500 cc). After filtration, washing with diisopropyl ether and drying, (S)-3-[(3-methoxycarbonylisoquinol-5-yl)]-imino-1,5,10,10a-tetrahydrothiazolo[3,4-b]-isoquinoline (12.8 g) is obtained, as a pale yellow solid, m.p.=200° C.

Provenance & Evidence