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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765536Generated: October 31, 2026

Hydrochloric Acid → HCID 21107393, compound

https://huagongshe.com/reaction/1765536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylamineHCID 674—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 21107405HCID 21107405—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 21107393HCID 21107393—

Reaction Steps

2-Chloro-5-[(2R)-2-oxiranylmethyl]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (Example 5c) (133 mg), dimethylamine (40% solution in water, 3 mL) and 1-methyl-2-pyrrolidinone (5 mL) were heated together at 80° C. in a sealed tube for 22 hours, cooled and poured into brine (50 mL), extracted into ethyl acetate (3×50 mL), washed with brine (3×50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated to give an oil. This was purified by Waters' MCX resin and then by reverse phase HPLC (gradient 25–95% acetonitrile in 0.2% aqueous trifluoroacetic acid on Waters' Xterra™ column). The oil obtained was dissolved in dichloromethane (5 mL) and 1M ethereal hydrogen chloride (4 mL) was added. The mixture was concentrated to give the titled compound as a solid (41 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07227038B2
Source datasetuspto-grants-2007_06
ORD IDord-ea2c6e05c6f44de683a5f62de7692115
Source noteuspto-grants-2007_06