(3R)-4,4-diMethyl-3-Pyrrolidinol hydrochloride synthesis

Yield:1152110-88-7 93%

Reaction Conditions:

with hydrogenchloride;hydrogen;palladium 10% on activated carbon in methanol;water; for 48 h;

Steps:

129.A

Part A :(3R)-4,4-Dimethyl-3-pyrrolidinol hydrochloride. To a solution of (3R)-4,4-dimethyl-1-(phenylmethyl)-3-pyrrolidinol {J. Med. Chem. 1992, 35, 4205-4213) (1.8634 g, 9.076 mmol) in MeOH (45 mL) was added 1 N aq. HCI (9.1 mL, 9.1 mmol) and 10% Pd/C (50% water, 375 mg). The mixture was hydrogenated under balloon pressure for 2 days, and was then filtered. The solution was concentrated in vacuo and azeotroped with MeOH (4 x 20 mL) to give (3R)-4,4-dimethyl-3-pyrrolidinol hydrochloride (1.2654 g, 93% yield) as an amber solid. LCMS: (M+H)⁺: 116.1.

References:

WO2009/61879,2009,A1 Location in patent:Page/Page column 168