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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494728Generated: October 30, 2026

Triethylamine → HCID 86596994, compound

https://huagongshe.com/reaction/494728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantO-(cyclopropylmethyl)hydroxylamineHCID 11182605—
ReactantHCID 68861079HCID 68861079—
SolventDimethylacetamideHCID 31374—
ProductHCID 86596994HCID 86596994—

Reaction Steps

EDCI (6 mg, 0.033 mmol) and HOBt (5 mg, 0.033 mmol) were added to a solution of 7-(4-bromo-2-chlorophenylamino)-3-[(tert-butoxycarbonylmethylamino)-methyl]-8-chloroimidazo[1,2-a]pyridine-6-carboxylic acid (61) in dimethylacetamide (0.4 mL). The yellow solution was allowed to stir at room temperature for 0.5 hours after which time O-cyclopropylmethyl-hydroxylamine (6 mg, 0.066 mmol) and triethylamine (6 μL, 0.044 mmol) were added and the solution allowed to stir overnight. The reaction mixture was diluted with ethyl acetate, washed with water, saturated aqueous ammonium chloride, saturated aqueous potassium carbonate and brine. The organic phase was dried over NaSO4, filtered, concentrated in vacuo to provide the desired product as a yellow residue (11.5 mg, 85%). MS (APCI+) m/z 612, 614, 616 (M+; Cl, Br pattern) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538120B2
Source datasetuspto-grants-2009_05
ORD IDord-d57bdedeb8784607af510027bde66eae
Source noteuspto-grants-2009_05