Benzenesulfonyl chloride → 6-Bromo-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

To a solution of 6-bromo-1H-indazole-4-carbonitrile (5 g, 22.52 mmol) in N,N-dimethylformamide (50 ml) was added, in portions, sodium hydride (1.351 g, 33.8 mmol) and the mixture stirred at 20° C. for 15 mins then cooled to 0° C. when benzenesulfonyl chloride (3.16 ml, 24.77 mmol) was added dropwise. The mixture was stirred at 20° C. for 18 h then concentrated in vacuo and the residue partitioned between water (100 ml) and dichloromethane (100 ml). The organic layer was separated by hydrophobic frit and evaporated in vacuo to give the title compound as a yellow solid (7.94 g).

1. additionwas added dropwise
2. stirringThe mixture was stirred at 20° C. for 18 h
3. concentrationthen concentrated in vacuo
4. customthe residue partitioned between water (100 ml) and dichloromethane (100 ml)
5. customThe organic layer was separated by hydrophobic frit
6. customevaporated in vacuo

ORD-Eintrag

ord-0a9c05e5ef1e43e8ac235bb79c926a4b

Quelldatensatz

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08524751B2