Ammonium Hydroxide → HCID 59855806, compound

To 1 L round-bottom flask was charged a solution of 3-amino-N,3-dicyclopropylpropanamide hydrochloride (12 g, 38 mmol) in THF (400 mL). To this was added 30% ammonium hydroxide (7 mL, 57 mmol) dropwise. The mixture was stirred at room temperature for 30 min. Some ammonium chloride was separated. The reaction mixture was diluted with dichloromethane (1 L), washed with water (2×100 mL), brine (100 mL) and dried over sodium sulfate. Removal of the solvent under reduced pressure and drying in a vacuum oven overnight afforded the title compound as an oil which solidified after 2 days (9 g, 85% yield) mp=116-118° C. 1H NMR (300 MHz, DMSO-d6) 8 ppm 7.93 (s, 1H), 2.85 (s, 2H), 2.50-2.42 (m, 1H), 2.29-2.16 (m, 1H) 2.22-1.91 (m, 2H) 0.64-0.50 (m, 1H) 0.5-0.05 (m, 2H); LCMS (API-ES, M+H+): 169.2.

1. customSome ammonium chloride was separated
2. additionThe reaction mixture was diluted with dichloromethane (1 L)
3. washwashed with water (2×100 mL), brine (100 mL)
4. dry with materialdried over sodium sulfate
5. customRemoval of the solvent under reduced pressure
6. customdrying in a vacuum oven overnight

ORD record

ord-cf5582f11cc44b6fb5e55f9f8b359fe7

Source dataset

uspto-grants-2008_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07468375B2