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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78045Generated: October 29, 2026

Tetrahydrofuran → HCID 59255345, compound

https://huagongshe.com/reaction/78045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
ReactantBiphenyl-3-yl-acetohydroximoyl chlorideHCID 72262885—
SolventWaterHCID 962—
ProductHCID 59255345HCID 5925534534.4%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a mixture of biphenyl-3-yl-acetohydroximoyl chloride (120 mg) described in Manufacturing Example 85-1-3 and tetrahydrofuran (6 mL) were added 3-ethynyl-pyridin-2-ylamine (28 mg, 0.24 mmol) described in Manufacturing Example 1-2-3 and triethylamine (200 μL, 1.4 mmol) at room temperature, which was stirred for 2.5 hours at 55° C. The reaction mixture was cooled to room temperature and water was added at that temperature, followed by extraction with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:1) to obtain the title compound (27 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-ceb4059eb8be4d42b2cc33b8ce93b1e6
Source noteuspto-grants-2014_09