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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079812Generated: November 1, 2026

Hydrochloric Acid → 2-(6-{[(Naphthalen-2-ylmethyl)amino]methyl}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxylic acid

https://huagongshe.com/reaction/2079812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 49855398HCID 49855398—
SolventTetrahydrofuranHCID 8028—
Product2-(6-{[(Naphthalen-2-ylmethyl)amino]methyl}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxylic acidHCID 4985751725.3%

Reaction Steps

Ethyl 2-(6-{[(naphthalen-2-ylmethyl)amino]methyl}-3-aza-bicyclo[3.1.0]hex-3-yl)-pyrimidine-5-carboxylate (0.76 mmol) was stirred in THF (6 ml) and 1M NaOH (6 ml) at r.t. for 16 h. The reaction was then acidified to pH˜3 with 2M HCl, causing a solid to precipitate. This was collected and dried to give the title compound as a white solid (72 mg, 25% over two steps) which was used in the next step without further purification. LCMS purity 96%, m/z 375 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932246B2
Source datasetuspto-grants-2011_04
ORD IDord-16c3cca50b694a299a57e6e14d8890db
Source noteuspto-grants-2011_04