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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78162Generated: October 29, 2026

Tetrahydrofuran → HCID 59255375, compound

https://huagongshe.com/reaction/78162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(3-Fluoro4-(5-fluoro-pyridin-2-ylmethoxy)-phenyl)-acetohydroximoyl chlorideHCID 72262901—
SolventWaterHCID 962—
ProductHCID 59255375HCID 5925537548%

Reaction Steps

To a tetrahydrofuran (5.00 mL) solution of (3-fluoro-4-(5-fluoro-pyridin-2-ylmethoxy)-phenyl)-acetohydroximoyl chloride (170 mg, 0.554 mmol) described in Manufacturing Example 94-1-3 and 3-ethynyl-pyridin-2,6-diamine (40.0 mg, 0.300 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (125 μL, 0.900 mmol) at room temperature, which was stirred for 30 minutes at room temperature. Water was added to the reaction solution at room temperature, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate: heptane=2:1→3:1) to obtain the title compound (59.0 mg, 48.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-ce03c2dfff9f43f5aa0025d0732c74a5
Source noteuspto-grants-2014_09