Methanol → Methyl 3-methyl-1-phenyl-1H-indazole-5-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	5-Bromo-3-methyl-1-phenyl-1H-indazole	HCID 57931023	—
Catalyst	palladium(II) acetate	HCID 167845	—
Catalyst	Ferrocene-1,1'-bis-(diphenylphosphine)	HCID 635956	—
Product	Methyl 3-methyl-1-phenyl-1H-indazole-5-carboxylate	HCID 57930953	—

Reaction Conditions

Temperature	70 °C

Reaction Steps

The mixture of 5-bromo-3-methyl-1-phenyl-1H-indazole (642 mg), Pd(OAc)2 (52 mg), DPPF (123 mg), diisopropyl ethyl amine (1.14 ml) in DMF (5 ml)-MeOH (5 ml) was purged with CO and stirred at 70° C. under CO atmosphere for over night. The cooled reaction mixture was evaporated and the residue was purified by silica gel column chromatography (hexane/EtOAc) to give the title compound as brown oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08138197B2
Source dataset	uspto-grants-2012_03
ORD ID	ord-f517e58464ca4770b41a32a5017a270a
Source note	uspto-grants-2012_03