4-Hydroxy-4-Methyl-Hexahydro-1H-azepine hydrochloride synthesis

Yield:91774-53-7 100%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;dichloromethane;

Steps:

18.b

b) 4-Methylhexahydro-1 H-azepin-4-ol (19); To a CH2CI2 solution (30 rnL, 0.2 M) of 1 ,1 -dimethylethyl 4-hydroxy-4- methylhexahydro-1 H-azepine-1 -carboxylate from Example 18a (1.4 g, 6.16 mmol) was added HCI (4.6 ml_, 4M in dioxane). After stirring overnight, the reaction mixture was concentrated to provide the amine*HCI salt as a white solid (1.05 g, quant.) which was carried forward without further purification: 1H NMR (400 MHz, dmso-d6): δ ppm 8.83 (s, 2 H) 4.54 (s, 1 H) 3.12 - 3.21 (m, 1 H) 3.09 (td, J=6.69, 3.03 Hz, 1 H) 2.92 - 3.01 (m, 2 H) 1.83 (ddd, J= 15.35, 10.67, 2.02 Hz, 2 H) 1.70 (td, J= 15.35, 6.95 Hz, 2 H) 1.52 - 1.62 (m, 2 H) 1.14 (s, 3 H).

References:

WO2006/29154,2006,A2 Location in patent:Page/Page column 55