Dimethylformamide → HCID 178510329, compound

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	HCID 178478272	HCID 178478272	—
Catalyst	Zinc cyanide (Zn(CN)2)	HCID 11186	—
Catalyst	Ferrocene-1,1'-bis-(diphenylphosphine)	HCID 635956	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 178510329	HCID 178510329	24%

Reaction Conditions

Temperature	120 °C

Reaction Steps

6,7-Dichloro-2-[4-(2-morpholin-4-ylethoxy)phenyl]-3H-imidazo[4,5-b]pyridine (Example 206) (0.063 g, 0.16 mmol), Zn(CN)2 (0.018 g, 0.153 mmol), Pd2(dba)3 (0.036 g, 0.039 mmol) and dppf (0.036 g, 0.065 mmol) were mixed in a vial. DMF (6 ml) was added and the reaction mixture was heated to 120° C. under argon for 3 h. EtOAc (50 ml) was added and the solution was washed with water. Drying (Na2SO4) and evaporation delivered crude material which was purified by HPLC-C18, giving the title product (0.015 g, 24%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07410966B2
Source dataset	uspto-grants-2008_08
ORD ID	ord-35cfc17f2a50480ab670cbaf4accb1dc
Source note	uspto-grants-2008_08