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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713960Generated: November 3, 2026

Ethanol → HCID 178498787, compound

https://huagongshe.com/reaction/713960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl azetidine-3-carboxylateHCID 20132751—
ReactantHCID 66926615HCID 66926615—
ProductHCID 178498787HCID 17849878765.1%

Reaction Steps

1-[6-(4-tert-Butyl-cyclohexyloxy)-quinolin-2-yl]-ethanone (68 mg, 0.00021 mol) and Azetidine-3-carboxylic acid methyl ester (23.9 mg, 0.000207 mol) was dissolved in Ethanol (0.50 mL, 0.0086 mol) and was heated to reflux for 2 hours. After cooling down to rt, Sodium cyanoborohydride (32.4 mg, 0.000516 mol) was added and was heated to reflux for 1 hour. After cooling down to rt and concentration, the mixture was dissolved into DCM and quenched with NEt3 and concentrated. The residue was chromatographed with MeOH/CH2Cl2 to give product (57.2 mg, 65%). LCMS 1.66 min, at m/z 425.30 ([M+1], 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09186367B2
Source datasetuspto-grants-2015_11
ORD IDord-ed8b8d0b51b940aea75e9adc1abcd086
Source noteuspto-grants-2015_11