Diethyl Ether → HCID 178512590, compound

Participants

Reaction Steps

To a stirred solution of 1H-pyrazole-1-carboximidamide hydrochloride (65.2 g, 445 mmol) in DMF (200 mL) at RT under nitrogen was added sequentially DIPEA (103 mL, 593 mmol) and tetrahydro-2H-pyran-4-amine (30 g, 297 mmol; CASRN 38041-19-9) and the reaction was stirred for 3 d. Et2O (100 mL) was added, and the reaction was stirred for 10 min then the reaction was allowed to settle and the ether layer was decanted. This process was repeated 3 times and a solid formed after allowing to settle for 30 min. The solid was filtered off and rinsed with Et2O and dried under high vacuum to afford 35 g, (95% purity, 78% yield) of 1-(tetrahydro-2H-pyran-4-yl)guanidine (24) as a light yellow solid: MS m/z (APCI-pos) M+1=144.1.

Provenance & Evidence