Potassium Carbonate → 2-(1-Benzofuran-2-yl)-6-methoxyimidazo[1,2-a]pyridine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Benzo[b]furan-2-boronic acid	HCID 2776266	—
Reactant	2-Bromo-6-methoxyimidazo[1,2-a]pyridine	HCID 46737967	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Sodium chloride; water	HCID 57417360	—
Product	2-(1-Benzofuran-2-yl)-6-methoxyimidazo[1,2-a]pyridine	HCID 25014929	0.7%

Reaction Steps

Benzofuran boronic acid (0.289 mmol), 2-bromo-6-methoxyimidazo[1,2-a]pyridine (0.263 mmol), Pd(dppf)Cl2 (0.013 mmol) and K2CO3 (aq.) were stirred in DMF at 80° C. under argon for 1 h. The reaction mixture was allowed to cool to r.t. and brine was added. The reaction mixture was extracted with CH2Cl2 and the organic phase was filtered. The solvents were removed under reduced pressure and the residue purified by reverse phase HPLC to afford the title compound (0.5 mg). 1H NMR δ ppm 7.95 (s, 1 H) 7.67 (d, 1 H) 7.65-7.60 (m, 1 H) 7.58-7.51 (m, 2 H) 7.33-7.20 (m, 3 H) 7.03 (dd, 1 H) 3.86 (s, 3 H); MS m/z 265 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07772256B2
Source dataset	uspto-grants-2010_08
ORD ID	ord-b254d3c57852407f8ca1e33f576e4d06
Source note	uspto-grants-2010_08