4,6-Dibromo-2,3-bis(methylsulfanyl)-1H-indole → 5-Amino-N-(3-chloro-5-fluoro-phenyl)-2-(2,2-difluoro-ethoxy)-nicotinamide

Participants

Role	Name	HCID	Charge
Reactant	4,6-Dibromo-2,3-bis(methylsulfanyl)-1H-indole	HCID 14185853	—
Reactant	N-(3-chloro-5-fluoro-phenyl)-2-(2,2-difluoroethoxy)-5-nitro-nicotinamide	HCID 58483304	—
Catalyst	HCID 178506447	HCID 178506447	—
Product	5-Amino-N-(3-chloro-5-fluoro-phenyl)-2-(2,2-difluoro-ethoxy)-nicotinamide	HCID 58483396	—

Reaction Steps

Prepared analogously to example 6d with N-(3-chloro-5-fluoro-phenyl)-2-(2,2-difluoroethoxy)-5-nitro-nicotinamide (230 mg; 0.61 mmol); Ra-Ni/H2 (50 mg; 3 bar) in 8 mL. Yield: quantitative; MS: [M+H]+=346 (Cl isotope pattern); HPLC: Rt=2.1 min (Method MC-6)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08951999B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-a46a342353504298a3948ffdbafdc43f
Source note	uspto-grants-2015_02