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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629192Generated: October 30, 2026

Methanol → HCID 58204778, compound

https://huagongshe.com/reaction/1629192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-PyridinecarboxaldehydeHCID 13389—
ReactantHCID 58204723HCID 58204723—
SolventCyclohexaneHCID 8078—
SolventEthyl AcetateHCID 8857—
ProductHCID 58204778HCID 58204778—

Reaction Steps

Following the procedure for 128, 9-azetidin-3-yl-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene was reacted with pyridine 4-carboxaldehyde, the crude product subjected flash chromatography (SiO2, gradient 0 to 20% MeOH in ethyl acetate) then trituration in cyclohexane to give 166 as a white solid. 1H NMR (400 MHz, CDCl3): δ 8.55 (d, J=5.20 Hz, 2 H); 7.95 (s, 1 H); 7.86 (d, J=2.20 Hz, 1 H); 7.30-7.24 (m, 3 H); 7.21-7.12 (m, 1 H); 6.88-6.83 (m, 1 H); 5.73-5.65 (m, 1 H); 4.54 (t, J=5.99 Hz, 2 H); 3.89-3.74 (m, 3 H); 3.71 (s, 2 H); 3.30 (s, 2 H); 3.16 (t, J=5.99 Hz, 2 H); 1.58 (d, J=6.62 Hz, 6 H). LCMS: RT=6.07 min, M+H+=442

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785626B2
Source datasetuspto-grants-2014_07
ORD IDord-e00236d70b254b58b3201496342e048b
Source noteuspto-grants-2014_07