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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491814Generated: October 31, 2026

tert-Butanol → HCID 178452692, compound

https://huagongshe.com/reaction/491814

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 178522097HCID 178522097—
SolventSodium BicarbonateHCID 516892—
ProductHCID 178452692HCID 178452692—

Reaction Conditions

Temperature60 °C

Reaction Steps

Trans-4-carboxy-3-[4-(2-oxopyrrolidin-1-yl)cyclohexylcarbonylamino]-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (325 mg) obtained in Example 422 is dissolved in t-butanol (8 ml), and thereto are added at room temperature triethylamine (91 μl) and diphenylphosphoryl azide (140 μl), and the mixture is stirred at 60° C. for 1.5 hour, and then heated under reflux for 5.5 hours. The reaction solution is diluted with a saturated aqueous sodium hydrogen carbonate solution, and extracted with chloroform. The organic layer is washed with a saturated brine, dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: chloroform/methanol=100/1, then 10/1) to give the title compound (141.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531537B2
Source datasetuspto-grants-2009_05
ORD IDord-1a0bbb8bab444ee5938362d3db7438f4
Source noteuspto-grants-2009_05