Potassium Carbonate → HCID 4189043, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	8-Bromoquinoline	HCID 140109	—
Reactant	(3-Methoxyphenyl)boronic acid	HCID 2734370	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	1,4-Dioxane--water (1/1)	HCID 21886435	—
Product	HCID 4189043	HCID 4189043	90%

Reaction Conditions

Temperature	120 °C

Reaction Steps

To a solution of 8-bromoquinoline (208.05 mg, 1.0 mmol) in dioxane/H2O (10 mL) was added (3-methoxyphenyl)boronic acid (182.3 mg, 1.2 mmol), Pd(dppf)Cl2 (100 mg) and K2CO3 (276 mg, 2 mmol). The reaction mixture was heated at 120° C. under microwave conditions for 30 minutes before cooling and being concentrated to remove the solvents. The residue was dissolved in ethyl acetate, washed with water and the separated organic layer concentrated to yield a crude product which was used in next step without further purification. (312 mg, Yield 90%). LCMS (m/z): 236.1 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08906900B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-440d6dd0632f44fc99d9b7c238a1d311
Source note	uspto-grants-2014_12