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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60111Generated: October 29, 2026

Tetrahydrofuran → HCID 53261780, compound

https://huagongshe.com/reaction/60111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2,3-Dihydro-5-methyl-3-isoxazolecarbonyl chlorideHCID 58368796—
ReactantHCID 58368819HCID 58368819—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
ProductHCID 53261780HCID 53261780—

Reaction Steps

In a reaction vial, propane-1-sulfonic acid [3-(5-amino-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]-amide (39, crude material e.g. from Scheme 5, step 2) is mixed with triethylamine (0.0363 mL, 0.26 mmol), 5-methyl-2,3-dihydro-isoxazole-3-carbonyl chloride (40, 45.4 mg, 0.312 mmol), 1 mL of tetrahydrofuran, and 1 mL of pyridine. The reaction is stirred at room temperature for 16 hours, then diluted with water, and extracted 3× with ethyl acetate. The combined organic layers are washed 2× with brine, dried with sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is further purified by reverse phase chromatography and the resulting material confirmed by LC-MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440969B2
Source datasetuspto-grants-2016_09
ORD IDord-a953489faff044829528fa1b7157488c
Source noteuspto-grants-2016_09