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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928976Generated: November 1, 2026

Triethylamine → HCID 89705388, compound

https://huagongshe.com/reaction/928976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 89704789HCID 89704789—
Solventtert-ButanolHCID 6386—
ProductHCID 89705388HCID 8970538889.2%

Reaction Steps

To a solution of 4-fluoro-5-((2-fluoro-4-iodophenyl)amino)benzo[d]oxazole-6-carboxylic acid (70 mg, 0.17 mmol) in t-BuOH (3 mL) was added DPPA (82 mg, 0.29 mmol) followed by triethylamine (36 mg, 0.36 mmol). The mixture was heated under reflux for 3 h and allowed to slowly warm to room temperature. The solvent was removed in vacuo and the resultant crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 2:1, v/v). The corresponding product was obtained (white solid, 62 mg, 89.2% yield). 1H NMR (400 MHz, DMSO-d6): δ 11.75 (s, 1H), 8.67 (s, 1H), 7.96 (d, 1H), 7.76 (d, 1H), 7.50 (m, 1H), 7.39 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290468B2
Source datasetuspto-grants-2016_03
ORD IDord-783a465b36c2458cafc99c023b97bd00
Source noteuspto-grants-2016_03