Lithium hexamethyldisilazane → (NZ)-N-[2-(benzenesulfonyl)-1-(3-bromophenyl)-2-fluoroethylidene]-2-methylpropane-2-sulfonamide

To a mixture of 2-methyl-propane-2-sulfonic acid 1-(3-bromo-phenyl)-meth-(Z)-ylideneamide (2.16 g, 7.49 mmol) and (fluoromethylsulfonyl)benzene (1.31 g, 7.49 mmol) in THF (50 mL), cooled to −78° C., was added LiHMDS (1M in THF; 7.87 mL, 7.87 mmol). The reaction mixture was stirred for 40 min at −78° C., followed by quenching saturated aqueous NH4Cl (10 mL) at −78° C. The mixture was extracted with EtOAc (3×), dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash column chromatography on silica gel (c-hexane/EtOAc 3:1) afforded the title compound. MS (LC/MS): 462/464 [M+H]+; tR (HPLC conditions f): 2.20 min.

1. customby quenching saturated aqueous NH4Cl (10 mL) at −78° C
2. extractionThe mixture was extracted with EtOAc (3×)
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customPurification by flash column chromatography on silica gel (c-hexane/EtOAc 3:1)

ORD 기록

ord-a6277f41879d40d2ad1d1623ef665759

출처 데이터셋

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09085555B2