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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380013Generated: October 29, 2026

Sodium Carbonate → HCID 53784232, compound

https://huagongshe.com/reaction/380013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzeneacetic acid, 4-bromo-HCID 74654—
Reactant(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acidHCID 54413593—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 53784232HCID 5378423255.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

Prepared according to the method described in Example 12b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.6 g, Example 33), 4-bromophenylacetic acid (0.624 g), 2M aqueous sodium carbonate (2.5 ml) and tetrakis(triphenylphosphine)palladium (0) (0.5 g) in ethanol (15 ml). The reaction mixture was heated at 100° C. for 3 hours. After cooling, the solution was concentrated under reduced pressure. Water was added to the residue then washed with diethyl ether. The aqueous layer was acidified with 2M hydrochloric acid and washed with diethyl ether. The aqueous layer was neutralised to pH 7.11 and the solid filtered off washing with diethyl ether to give the title compound as a solid (0.431 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300352B1
Source datasetuspto-grants-2001_10
ORD IDord-734119570f0a4495bc1271c6f8e375eb
Source noteuspto-grants-2001_10