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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78270Generated: October 29, 2026

Triethylamine → HCID 59255329, compound

https://huagongshe.com/reaction/78270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(5-(4-Fluorobenzyl)-furan-2-yl)acetohydroximoyl chlorideHCID 72262865—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59255329HCID 5925532933%

Reaction Steps

To a tetrahydrofuran (3 mL) solution of 3-ethynyl-pyridin-2,6-diamine (50 mg, 0.376 mmol) described in Manufacturing Example 13-1-3 and (5-(4-fluorobenzyl)-furan-2-yl)acetohydroximoyl chloride (161 mg, 0.602 mmol) described in Manufacturing Example 208-1-5 was added triethylamine (131 μL, 0.94 mmol), which was stirred for 19 hours at room temperature. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water and 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:heptane=1:1, then ethyl acetate) to obtain the title compound (45 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-8b790e6580264ba4aa6238fd0a91fa97
Source noteuspto-grants-2014_09