(3R)-1-ETHYLPYRROLIDIN-3-AMINE synthesis

Yield:-

Reaction Conditions:

Stage #1: tert-butyl ((R)-1-ethylpyrrolidin-3-yl)carbamatewith acetyl chloride in methanol at 80;
Stage #2: with potassium carbonate in methanol at 30; for 0.5 h;

Steps:

Intermediate 193: (R)- l-Ethylpyrrolidin-3-ylamine[00538] Acetyl chloride (15mL) was added to methanol (120mL) and the resultant solution was stirred for 20 minutes. A solution of ferf-butyl N-((R)- l-ethylpyrrolidin-3- yl)carbamate (Intermediate 94, 8.4g) in methanol (30mL) was then added and the mixture was stirred and heated at 80°C overnight. After cooling, the mixture was concentrated under vacuum and the residue was redissolved in methanol (150mL) and potassium carbonate (25.8g) was added. The mixture was stirred and heated at 30°C for 30 hours. After cooling, the solid was filtered off and the filtrate was distilled, collecting the product at 100°C to give (R)- l- ethylpyrrolidin-3-ylamine (2.10g) as a yellow oil, which was used without further characterisation.

References:

WO2012/154676,2012,A1 Location in patent:Page/Page column 204