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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250906Generated: October 31, 2026

Sodium Carbonate → HCID 11654756, compound

https://huagongshe.com/reaction/2250906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactantbenzoic acid N'-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N'-isopropyl-hydrazideHCID 58689907—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 11654756HCID 11654756173.8%

Reaction Steps

A solution of benzoic acid N′-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N′-isopropyl-hydrazide (50 mg, 0.122 mmol) in DME (3 ml)/2M Na2CO3 (0.215 ml, 0.427 mmol) was treated with 3-chlorobenezeneboronic acid (29 mg, 0.183 mmol) and Pd[PPh3]4 (28 mg, 0.0244 mmol) at 90° C. overnight. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with 30% ethyl acetate/hexanes to afford the product as a white solid (45 mg, 84%). LC-MS m/e 441.24 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317125B2
Source datasetuspto-grants-2008_01
ORD IDord-53a385d7e5f14f89ae99061b5fc873f7
Source noteuspto-grants-2008_01