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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217845Generated: October 26, 2026

(3R)-pyrrolidin-3-amine → HCID 68810722, compound

https://huagongshe.com/reaction/2217845

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R)-pyrrolidin-3-amineHCID 1519352—
Reactant2,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamideHCID 86013022—
SolventAcetonitrileHCID 6342—
ProductHCID 68810722HCID 68810722—

Reaction Conditions

Temperature100 °C

Reaction Steps

A stirred suspension of 2,6-dichloro-N-(cyclohexylmethyl)quinoline-5-carboxamide (Example 43(a)) (200 mg) and (3R)-3-pyrrolidinamine (0.20 mL) in acetonitrile (2 mL) was heated at 100° C. in a microwave for 1 hour after which it was cooled to room temperature and concentrated. The residue was purified by chromatography (SiO2, dichloromethane:methanol:ammonia in methanol (7 M) (95:5:1), and then by HPLC (Symmetry—0.1% aqueous trifluoroacetic acid/acetonitrile). Conversion to the dihydrochloride salt by treatment with hydrochloric acid (4M in 1,4-dioxane) and subsequent recrystallisation (methanol/ethyl acetate) afforded the title compound as a solid (46 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07408065B2
Source datasetuspto-grants-2008_08
ORD IDord-059143402f1848579ac10406899ee42d
Source noteuspto-grants-2008_08