Lithium borohydride → HCID 123265154, compound

To a solution of Compound 2 (450 mg, 2.3 mmol) in THF (10 mL) was added LiBH4 in THF (2M soln. 1.4 mL, 2.8 mmol) at ambient temperature. The mixture was stirred for 1 h, and the reaction was quenched with 5% H2SO4 in water (10 mL). The solution was diluted with 25 mL of EtOAc, the layers separated, and the product was extracted from the aqueous layer with EtOAc (2×25 mL). The combined organic layers were washed with brine, and dried (MgSO4), and the solvents were concentrated under vacuum. The residue was purified by flash chromatrography on silica gel using 25% EtOAc in hexane as the eluent. The title compound, Intermediate B, was isolated as a white solid after removal of the solvent under vacuum.

1. customthe reaction was quenched with 5% H2SO4 in water (10 mL)
2. additionThe solution was diluted with 25 mL of EtOAc
3. customthe layers separated
4. extractionthe product was extracted from the aqueous layer with EtOAc (2×25 mL)
5. washThe combined organic layers were washed with brine
6. dry with materialdried (MgSO4)
7. concentrationthe solvents were concentrated under vacuum
8. customThe residue was purified by flash chromatrography on silica gel using 25% EtOAc in hexane as the eluent

ORD record

ord-7f983d772c4b4c979d957f26ad3f8dbe

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08618163B2