Pyridine → Tert-butyl 4-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate

Participants

Reaction Steps

Following the procedure in Example 51, Step G and using tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate (34.3 g, 101 mmol), sodium thiocyanate (9.40 g, 116 mmol), pyridine (28.1 ml, 348 mmol), and 3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-amine (24.0 g, 77.3 mmol) provided tert-butyl 4-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate (38.1 g, 65.9 mmol, 85.3% yield).

Provenance & Evidence