HCID 14467914, compound → HCID 58659580, compound

Preparation of (S)-picolinyl t-butylsulfoxide from (S)-tert-Butyl (1R, 2S)-aminoindanol 4-toluene sulfonamide sulfinate: To a picolinyl lithium solution (2 mL, 0.6 M) in THF at −78° C. was added (S)-t-butyl-(1R, 2S)-aminoindanol tosylate sulfinate (130 mg, 0.30 mmol). The mixture was warmed to room temperature and stirred until the starting material was consumed as monitored by TLC. The reaction was quenched by aq. NaHCO3 (20 mL) and diluted with ethyl acetate (20 mL), and the organic phase was washed with water (20 mL) and brine (20 mL). The organic layer was concentrated in vacuo and the residue was purified by chromatography eluted with ethyl acetate to yield 32 mg of the desired product.

1. customwas consumed
2. customThe reaction was quenched by aq. NaHCO3 (20 mL)
3. additiondiluted with ethyl acetate (20 mL)
4. washthe organic phase was washed with water (20 mL) and brine (20 mL)
5. concentrationThe organic layer was concentrated in vacuo
6. customthe residue was purified by chromatography
7. washeluted with ethyl acetate

ORD record

ord-5ccc389c81d04c8caf6bfead3b78ebf8

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07256297B2