Potassium Phosphate, Tribasic → HCID 59625710, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	Methyl 3-chloro-6-fluoro-1-benzothiophene-2-carboxylate	HCID 762658	—
Reactant	Cyclopropylboronic acid	HCID 2760897	—
Reactant	2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl	HCID 11269872	—
Catalyst	palladium(II) acetate	HCID 167845	—
Solvent	Water	HCID 962	—
Solvent	Toluene	HCID 1140	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 59625710	HCID 59625710	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

A mixture of methyl 3-chloro-6-fluorobenzo[b]thiophene-2-carboxylate 12a (150 mg, 0.613 mmol), cyclopropylboronic acid 12b (79 mg, 0.92 mmol), Pd(OAc)2 (20 mg, 0.09 mmol), SPhos (88 mg, 0.215 mmol), and K3PO4 (0.26 g, 1.23 mmol) in toluene (2 mL) was heated to 100° C. for 3 h in a sealed reaction vessel. The reaction was diluted with EtOAc and water. The organic layer was concentrated and purified by flash column chromatography (silica gel, 10% EtOAc/hexanes) to give compound 12c.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08748417B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-d720c37de40d41fc9be26d1a23d7d5db
Source note	uspto-grants-2014_06