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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407159Generated: October 30, 2026

Triethylamine → HCID 68623602, compound

https://huagongshe.com/reaction/407159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
ReactantMethylamine hydrochlorideHCID 6364545—
ReactantHCID 68621686HCID 68621686—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68623602HCID 6862360274.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 6-(4-(3-(trifluoromethyl)benzamido)phenyl)-1H-indazole-3-carboxylic acid (26 mg, 61 μmol), methyl amine hydrochloride (6.2 mg, 92 μmol), HOBt (12 mg, 92 μmol), and triethylamine (43 μl, 0.3 mmol) in N,N-dimethylformamide (0.6 Ml), was added EDCI (18 mg, 92 μmol). After the mixture was stirred at 70° C. for 12 h, the mixture was cooled to room temperature, and ethyl acetate and saturated sodium bicarbonate solution were added. The aqueous layer was extracted with ethyl acetate and the combined organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was triturated in ethyl acetate/hexane to give N-methyl-6-(4-(3-(trifluoromethyl)benzamido)phenyl)-1H-indazole-3-carboxamide (20 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754209B2
Source datasetuspto-grants-2014_06
ORD IDord-c301da541de544fb8cd0114fc968fac7
Source noteuspto-grants-2014_06