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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486876Generated: October 30, 2026

Pyridine → HCID 178450902, compound

https://huagongshe.com/reaction/1486876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(2-cyclohexyl-5-hydroxyphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylateHCID 118292862—
ReactantHCID 178479379HCID 178479379—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductHCID 178450902HCID 17845090217.4%

Reaction Steps

4-Carbamimidamidobenzoyl chloride hydrochloride (55.1 mg) was added to a mixture of tert-butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(2-cyclohexyl-5-hydroxyphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (54.1 mg), pyridine (0.06 mL), and NMP (0.06 mL) at 50 C, and the obtained mixture was stirred at 50 C for 5 days. The reaction mixture was fractionated by HPLC (C18, mobile phase: water/acetonitrile (system containing 0.1% TFA)). To the obtained fraction, a saturated aqueous solution of sodium bicarbonate was added, followed by extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (12.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428470B2
Source datasetuspto-grants-2016_08
ORD IDord-0a7c6153ed464d148413d661d89b8458
Source noteuspto-grants-2016_08