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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629091Generated: October 27, 2026

Ethylene Glycol → 5-bromo-6-(2-hydroxyethoxy)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

https://huagongshe.com/reaction/629091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantPotassium CarbonateHCID 11430—
Reactant5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 86702595—
SolventDimethylformamideHCID 6228—
Product5-bromo-6-(2-hydroxyethoxy)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 89906414—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 44.2, 400 mg, 1.011 mmol), ethane-1,2-diol (1 mL, 17.88 mmol), K2CO3 (210 mg, 1.517 mmol) and DMF (2 mL) was stirred at 50° C. overnight. The solvent was evaporated off under reduced pressure and the residue was treated with water and extracted with DCM. The combined extracts were dried over Na2SO4 and the solvent was evaporated off under reduced pressure to afford the title compound which was used directly. UPLC-MS (Condition 2) tR=1.04 min, m/z=421.3/423.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315489B2
Source datasetuspto-grants-2016_04
ORD IDord-d9438c715f824954b33acbd3733b72cd
Source noteuspto-grants-2016_04