(S)-6,6-Dimethyl-morpholine-3-carboxylic acid hydrochloride synthesis

Yield:1313277-24-5 100%

Reaction Conditions:

with water;sodium hydroxide in methanol at 25; for 2 h;

Steps:

21.A 00226] Step A: (S)-6,6-dimethylmorpholine-3-carboxylic acid hydrochlorideTo

[00226] Step A: (S)-6,6-dimethylmorpholine-3-carboxylic acid hydrochlorideTo a solution of (5)-methyl 6,6-dimethylmorpholine-3-carboxylate (0.2 g, 1.2 mmol) (The compound was synthesized according to the procedure as described in W02008024692) in anhydrous methanol (4 mL) was added a solution of sodium hydroxide (0.1 g, 2.4 mmol) in water (1 mL). The reaction mixture was stirred at 25 00 for 2 hours, and cooled to 0 0C. The reaction mixture was adjusted to pH 1-2 with con.HCI. The mixture was concentrated in vacuo to give the title compound as a white solid (0.19 g, 100%). The compound was characterized by the following spectroscopic data:MS-ESI: (ESI, pos.ion) m/z: 160.3 [M+1 ff;1H NMR (400 MHz, DMSO-d6): 3.76-3.72 (m. 111), 3,68-3.62 (m, 111), 3.41-3.36 (m, lH),2.66 (d, IH),2.45 (d, 111), 1.11 (s, 311), 1.08 (s, 3H).

References:

WO2014/29193,2014,A1 Location in patent:Paragraph 00225