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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694119Generated: November 1, 2026

Tetrahydrofuran → HCID 59255302, compound

https://huagongshe.com/reaction/1694119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(6-Phenylsulfanyl-pyridin-3-yl)acetohydroximoyl chlorideHCID 72262849—
SolventWaterHCID 962—
ProductHCID 59255302HCID 5925530258%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (4 mL) solution of the (6-phenylsulfanyl-pyridin-3-yl)acetohydroximoyl chloride (100 mg, 0.359 mmol) described in Manufacturing Example 97-1-4 and 3-ethynyl-pyridin-2,6-diamine (15 mg, 0.13 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (55 μL, 0.40 mmol), which was stirred under nitrogen atmosphere for 1 hour at 50° C. Water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=10:1) to obtain the title compound (25 mg, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-3599acd90149484b851e0472b4fb2b0d
Source noteuspto-grants-2012_04