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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269855Generated: November 1, 2026

Triethylamine → HCID 22933401, compound

https://huagongshe.com/reaction/1269855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantSodium BicarbonateHCID 516892—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-(1H-indazol-5-yloxy)benzoic acidHCID 22933359—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
ProductHCID 22933401HCID 2293340157%

Reaction Steps

The 2-(1H-indazol-5-yloxy)benzoic acid (80.8 mg, 0.318 mmol) synthesized in Example 479 and dimethylamine hydrochloride (33.7 mg, 0.413 mmol) were dissolved in N,N-dimethylformamide (2 ml), and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (72.5 mg, 0.380 mmol), hydroxybenzotriazole (47.1 mg, 0.349 mmol) and triethylamine (0.13 ml, 0.954 mmol) were added thereto at room temperature and then stirred for 2.5 hours. After the reaction, a saturated aqueous sodium hydrogencarbonate solution was added thereto, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated to obtain 2-(1H-indazol-5-yloxy)-N,N-dimethylbenzamide (51 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199147B2
Source datasetuspto-grants-2007_04
ORD IDord-8828650fa5464382a795cf6c5b6c295b
Source noteuspto-grants-2007_04