Sodium hydride → 2-fluoro-4-(1-(2-methoxyethyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)benzonitrile

Participants

Role	Name	HCID	Charge
Reactant	Sodium hydride	HCID 24758	—
Reactant	2-Bromoethyl methyl ether	HCID 80972	—
Reactant	4-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-fluorobenzo-nitrile	HCID 67605884	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-fluoro-4-(1-(2-methoxyethyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)benzonitrile	HCID 67607612	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

4-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-fluorobenzonitrile 3 (110 mg, 0.4 mmol) was combined with 1-bromo-2-methoxyethane (76 mg, 0.55 mmol), NaH (13 mg, 0.55 mmol), and N,N-dimethyl formamide (5 ml). The reaction was heated at 100° C. for 1.5 hours. The product solution (confirmed by LCMS: 324.22) was carried on to the next step without purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08835445B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-da32c225f4e44151be06823cb2e8b605
Source note	uspto-grants-2014_09