Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78161Generated: October 29, 2026

Tetrahydrofuran → HCID 59255483, compound

https://huagongshe.com/reaction/78161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(5-(4-Methyl-benzyl)-thiophen-2-yl)acetohydroximoyl chlorideHCID 72262871—
SolventWaterHCID 962—
ProductHCID 59255483HCID 5925548335.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a tetrahydrofuran (5.00 mL) solution of (5-(4-methyl-benzyl)-thiophen-2-yl)acetohydroximoyl chloride (250 mg, 0.894 mmol) described in Manufacturing Example 92-1-5 and 3-ethynyl-pyridin-2,6-diamine (50.0 mg, 0.376 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (157 μL, 1.13 mmol) at room temperature, which was stirred for 30 minutes at 60° C. 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 (49.8 mg, 35.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-9f9b23254db44171a6c872383bfaaf49
Source noteuspto-grants-2014_09