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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895976Generated: October 31, 2026

2-Nitrobenzoic acid → HCID 87549939, compound

https://huagongshe.com/reaction/1895976

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitrobenzoic acidHCID 11087—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridineHCID 87550402—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 87549939HCID 8754993990.8%

Reaction Steps

To a solution 2-nitrobenzoic acid (42.6 mg, 0.25 mmol) in CH2Cl2 (2 mL) and DMF (0.5 mL) stirred at 0-5° C., was added 1-hydroxybenzotriazole (50 mg, 0.322 mmol) and, after 30′, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (62 mg, 0.323 mmol). Afterwards, the Compound of Example 3 (53 mg, 0.25 mmol) was added. The reaction mixture was stirred at r.t. for 2 h and kept overnight at the same temperature. After dilution with water and 1 N NaOH, the organic layer was separated and washed with water, dried over Na2SO4 and evaporated to dryness in vacuo. Purification by flash chromatography (CHCl3-1.4 N MeOH/NH3 100:0.1) yielded the title compound (82 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-1c26939fec704b44af6e1d766a73e1eb
Source noteuspto-grants-2013_08