Hydrochloric Acid → HCID 9855841, 화합물

(2R)-2-Propyl-4-hexynoic acid (2.0 g, 13 mmol, prepared according to U.S. Pat. No. 5,786,380) in dichloromethane (20 mL) was treated with 2 drops of N,N-dimethylformamide and freshly distilled oxalyl chloride (1.25 equivalents) at 0° C. The mixture was allowed to warm to ambient temperature. After stirring for 3 hours at ambient temperature, the solvents were removed under reduced pressure to provide crude acid chloride. The crude acid chloride was dissolved in dichloromethane (15 mL) and added dropwise to a solution of 2-aminoacetamide hydrochloride (14 mmol) and triethylamine (3.5 mL) in water at 0° C. The mixture was allowed to warm to ambient temperature. After stirring for 3 hours at ambient temperature, the mixture was cooled to about 5° C. and treated with 1N HCl until pH=2. The resulting white solid was collected by filtration, dried and recrystallized from ethyl acetate to provide the title compound (70% yield).

1. customthe solvents were removed under reduced pressure
2. customto provide crude acid chloride
3. temperatureto warm to ambient temperature
4. stirringAfter stirring for 3 hours at ambient temperature
5. temperaturethe mixture was cooled to about 5° C.
6. filtrationThe resulting white solid was collected by filtration
7. customdried
8. customrecrystallized from ethyl acetate

ORD 기록

ord-55b3c4304a2d4747ba6092b4895c5f8f

출처 데이터셋

uspto-grants-2003_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06521790B2