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-b719a77755dc48e0ac715fb37c9c2933

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09034875B2