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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917035Generated: October 31, 2026

Triethylamine → HCID 86596994, compound

https://huagongshe.com/reaction/917035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantO-(cyclopropylmethyl)hydroxylamineHCID 11182605—
ReactantHCID 68861079HCID 68861079—
SolventDimethylacetamideHCID 31374—
ProductHCID 86596994HCID 86596994—

Reaction Steps

EDCl (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-chloro-imidazo[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 numberUS07271178B2
Source datasetuspto-grants-2007_09
ORD IDord-3e8c55df58104d309983a68e3b90bdc1
Source noteuspto-grants-2007_09