Water → HCID 57750982, compound

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	Dipropan-2-yl (3,3-dimethylbut-1-yn-1-yl)boronate	HCID 14117495	—
Reactant	HCID 42644851	HCID 42644851	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 57750982	HCID 57750982	23%

Reaction Steps

2-[[(E)-2-(4-Bromophenyl)ethenylsulfonylamino]benzenesulfonamide (79 mg, 0.19 mmol), (2-tert-butyl-1-ethynyl)diisopropoxyborane (80 mg, 0.38 mmol), (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (7.79 mg, 9.47 μmol) and sodium carbonate (40.1 mg, 0.38 mmol) were suspended in N,N-dimethylformamide (2.5 mL) and water (0.2 mL) and the reaction mixture was stirred vigorously under an atmosphere of argon at 90° C. for 3 hours. The mixture was filtered through a pad of Celite, the solvent was removed in vacuo and the residue was purified by preparative HPLC to give 10 mg (23% yield) of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09145380B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-53048b30edc145859f09ad14ba5bded8
Source note	uspto-grants-2015_09