1,4-Dioxane hydrochloride → 1-(4-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)-N-methylmethanamine

Participants

Role	Name	HCID	Charge
Reactant	1,4-Dioxane hydrochloride	HCID 20443148	—
Reactant	tert-butyl (4-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methyl(methyl)carbamate	HCID 86694745	—
Solvent	Methanol	HCID 887	—
Product	1-(4-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)-N-methylmethanamine	HCID 71272192	146,700.406%

Reaction Steps

To a solution of 218 (363 mg, 0.96 mmol) in MeOH (6 mL) was added 4N HCl/dioxane (2.87 ml, 11.5 mmol) and the reaction was stirred at RT for 2 h then concentrated in vacuo to afford 394 g (100%) of 1-(4-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)-N-methylmethanamine (220) as its bis-HCl salt: MS (ESI) m/z=280.1 [M+1]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08637537B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-93269cb71c8a445fb2a4d7a3c96206de
Source note	uspto-grants-2014_01