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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912765Generated: November 2, 2026

Methylamine → HCID 22103818, compound

https://huagongshe.com/reaction/1912765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant1H-Indole-5-Carboxylic AcidHCID 74280—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventDimethylformamideHCID 6228—
ProductHCID 22103818HCID 2210381873.5%

Reaction Steps

In 5 mL of N,N-dimethylformamide, 500 mg (3.1 mmol) of 1H-indole-5-carboxylic acid, 750 mg (9.3 mmol) of 40% methylamine, 477 mg (3.1 mmol) of benzotriazole-1-ol hydrate and 713 mg (3.8 mmol) of (3-dimethylaminopropyl)ethylcarbodiimide hydrochloride were dissolved and the solution was stirred at room temperature for three hours, and then the solvent was distilled under reduced pressure. The obtained residue was dissolved in ethyl acetate and washed with a saturated sodium hydrogencarbonate solution (50 mL, twice) and a saturated saline (50 mL) in the order named. The organic layer was dried and then concentrated to obtain 397 mg (73%) of a crude product of 1H-indole-5-carboxylic acid methylamide. The product was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609656B2
Source datasetuspto-grants-2013_12
ORD IDord-41bbcb1f6c254e8b8e240920527996fb
Source noteuspto-grants-2013_12