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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533770Generated: October 30, 2026

Hydrochloric Acid → HCID 46843753, compound

https://huagongshe.com/reaction/533770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chloro-2-(diethylamine)ethane hydrochlorideHCID 13363—
ReactantHCID 66677239HCID 66677239—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 46843753HCID 4684375365.5%

Reaction Steps

3-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (100 mg, 0.48 mmol), 2-diethylaminoethyl chloride hydrochloride (91 mg, 0.53 mmol), K2CO3 (0.08 mL, 1.44 mmol), and NaI (0.02 mL, 0.53 mmol) were suspended in DMF (2 mL), and stirred overnight at room temperature. The reaction solution was diluted with H2O, and extracted with EtOAc. The organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated. The crude product was converted into the HCl salt by dissolving in MeOH and adding 2M HCl in ether (2 equiv.) dropwise. The resulting precipitate was filtered to provide 65 (54 mg, 37% yield) as a white solid. LC-MS (M+H=307, obsd.=307).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853391B2
Source datasetuspto-grants-2014_10
ORD IDord-68bd720d6da74493a1e80f64e164a644
Source noteuspto-grants-2014_10