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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070259Generated: October 26, 2026

Potassium Carbonate → 4-(2-(4-bromophenylamino)benzo[d]oxazol-5-yloxy)-N-methylpicolinamide

https://huagongshe.com/reaction/2070259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-N-methylpicolinamideHCID 1476814—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
Reactant2-[(4-Bromophenyl)amino]benzoxazol-5-olHCID 22040387—
SolventDimethylformamideHCID 6228—
Product4-(2-(4-bromophenylamino)benzo[d]oxazol-5-yloxy)-N-methylpicolinamideHCID 54581730—

Reaction Steps

The mixture containing 2-[(4-bromophenyl)amino]benzoxazol-5-ol (1 eq), potassium bis(trimethylsilyl)amide (4 eq), was stirred in dimethylformamide for 30 min at room temperature. To this mixture was added (4-chloro(2-pyridyl)-N-methyl-carboxamide (1 eq) and Potassium carbonate (1.2 eq) and microwaved for 6 mins at 150° C. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered and concentrated. Purification on Prep LC yielded the desired product. MS: MH+=439.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299108B2
Source datasetuspto-grants-2012_10
ORD IDord-1feae02b7d834f73b4d6d0475c018eee
Source noteuspto-grants-2012_10