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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298242Generated: October 31, 2026

Methylamine → HCID 18385285, compound

https://huagongshe.com/reaction/2298242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantSodium hydrideHCID 24758—
Reactant5-FluoroindoleHCID 67861—
ReactantHCID 309016HCID 309016—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 18385285HCID 18385285110.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium hydride (55% dispersion in oil, 63 mg, 1.44 mmol) was added to a solution of 5-fluoro-indol (150 mg, 1.11 mmol) in dry DMF (3 mL). The mixture was stirred under nitrogen for 15 min. 2-(3-Bromomethyl-benzyl)-isoindole-1,3-dione (403 mg, 1.22 mmol) was added and the mixture was stirred at room temperature over night. After cooling, aqueous methylamine (40%, 5 mL) was added and this mixture was heated at 80° C. over night. Ethyl acetate was added and the organic phase was washed three times with water, brine, dried and concentrated to give 312 mg of the sub-title compound sufficiently pure for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492406B1
Source datasetuspto-grants-2002_12
ORD IDord-6e38a33fefc04f6d9494f806127a45e4
Source noteuspto-grants-2002_12