Hydrochloric Acid → HCID 66975085, compound

To a suspension of calcium chloride (5.66 g) in THF (80 ml) and ethanol (50 mL) was added sodium borohydride (2.57 g), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added a solution of methyl (2RS,3RS)-2-[(benzylamino)methyl]-3-(3-chloro-4-fluorophenyl)-3-hydroxypropanoate (12.0 g) in THF (20 mL) and ethanol (20 ml) under ice-cooling, and the mixture was stirred at room temperature for 4 hr. To the reaction mixture was added aqueous 1 N hydrochloric acid (15 mL) solution, the mixture was stirred for 1 hr, and neutralized with 1 N aqueous sodium hydroxide solution (15 ml), and the mixture was filtered through celite. The obtained oil was diluted with ethyl acetate, and the mixture was washed with distilled water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound as a crude product.

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for 4 hr
3. stirringthe mixture was stirred for 1 hr
4. filtrationthe mixture was filtered through celite
5. additionThe obtained oil was diluted with ethyl acetate
6. washthe mixture was washed with distilled water and brine
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure

ORD record

ord-944e722d2b74484fb1cb183f94c5d3ba

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08722662B2