1,3-Difluoroacetone → HCID 67126718, compound

To a solution of tert-butyl azetidin-3-ylcarbamate (0.256 g) and 1,3-difluoropropan-2-one (0.154 g) in dichloromethane (2 mL) was added sodium triacetoxyborohydride (0.473 g) and the reaction was allowed to stirred at room temperature. After 16 hours, the reaction was quenched with saturated NaHCO3 solution (10 mL) and extracted into dichloromethane (25 mL). The organic layer was dried and concentrated. Silica gel chromatography (GraceResolv 12 g) eluting with a gradient of 0.5% to 3.5% methanol/dichloromethane followed by treatment with HCl (4.0M in dioxane, 3 mL) and methanol (0.5 mL) for 2 hours gave the title compound after concentration.

1. customthe reaction was quenched with saturated NaHCO3 solution (10 mL)
2. extractionextracted into dichloromethane (25 mL)
3. customThe organic layer was dried
4. concentrationconcentrated
5. washSilica gel chromatography (GraceResolv 12 g) eluting with a gradient of 0.5% to 3.5% methanol/dichloromethane
6. waitfollowed by treatment with HCl (4.0M in dioxane, 3 mL) and methanol (0.5 mL) for 2 hours

ORD record

ord-a6165bf60b21402db50040bf2ae6ede7

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08580794B2