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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189806Generated: October 31, 2026

Triethylamine → HCID 59316811, compound

https://huagongshe.com/reaction/2189806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Chloro-6-isopropoxynicotinic acidHCID 18070582—
ReactantHCID 178471422HCID 178471422—
Solvent1,2-DichloroethaneHCID 11—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59316811HCID 5931681170.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinecarboxylic acid (D31) (67.7 mg, 0.314 mmol) then triethylamine (88 μl, 0.628 mmol) followed by HOBT (57.7 mg, 0.377 mmol), EDC (72.3 mg, 0.377) and ethyl 4-{4-[(hydroxyamino)(imino)methyl]-1H-indazol-1-yl}-2,2-dimethylbutanoate (D114) (100 mg, 0.314 mmol) were dissolved in DMF (4 ml) at room temperature then stirred at 50° C. for 5 days. The mixture was cooled to room temperature and diluted with EtOAc. The organic phase was washed with water, dried and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel [15-40% EtOAc/cyclohexane] gave the title compound (110 mg, 67%) as a light yellow solid. MS (ES) C25H28ClN5O4 requires 497, found 498 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324254B2
Source datasetuspto-grants-2012_12
ORD IDord-3818491086834178956362dea9dc7253
Source noteuspto-grants-2012_12