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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366812Generated: November 1, 2026

Ethyl Acetate → HCID 86657980, compound

https://huagongshe.com/reaction/2366812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 58451281HCID 58451281—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86657980HCID 8665798011%

Reaction Steps

A solution of N-[5-(5-amino-2-methylphenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamide (41 mg, 0.12 mmol) produced in Reference Example 1,3-phenylprop-2-ynoic acid (21 mg, 0.15 mmol), HOBt (20 mg, 0.15 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (28 mg, 0.15 mmol) in N,N-dimethylformamide (3 mL) was stirred at room temperature overnight. Ethyl acetate (3 mL) and water (3 ml) were added to the reaction mixture, and the organic layer was dehydrated with Presep Tube manufactured by Wako Pure Chemical Industries, Ltd, and concentrated. The residue was dissolved in dimethyl sulfoxide, and purified by preparative HPLC. The obtained fraction was concentrated to give the title compound (6.3 mg, 11%) as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697874B2
Source datasetuspto-grants-2014_04
ORD IDord-8ce9a19534af433bb594512fc6913018
Source noteuspto-grants-2014_04