Potassium Carbonate → HCID 86719116, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate	HCID 4642098	—
Reactant	Methyl 2-(3-bromophenyl)acetate	HCID 11746402	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86719116	HCID 86719116	—

Reaction Steps

The solution of methyl 2-(3-bromophenyl)acetate (288.9 mg, 1.26 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (300 mg, 0.97 mmol), PdCl2(dppf) (35.5 mg, 4.8% mmol) and K2CO3 (268.1 mg, 1.94 mmol) in DMF (20 mL) was stirred at 90 degree under N2 overnight. After cooling to room temperature, the mixture was filtered with celite, diluted with EtOAc, washed with water, dried over Na2SO4 and evaporated under reduced pressure. The residue was purified by a standard method to get desired product. LC-MS: m/z (M+H)=332.4

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09029531B2
Source dataset	uspto-grants-2015_05
ORD ID	ord-80c0209c1e874245a395f8381c535564
Source note	uspto-grants-2015_05