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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453252Generated: November 1, 2026

Triethylamine → HCID 178519101, compound

https://huagongshe.com/reaction/1453252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-6-(2-cyclohex-1-enyl-ethyl)6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-oneHCID 57527269—
Reactant5-pyridin-4-yl-1H-1,2,4-triazole-3-thiolHCID 178527960—
SolventDimethylformamideHCID 6228—
ProductHCID 178519101HCID 17851910127%

Reaction Conditions

Temperature55 °C

Reaction Steps

A solution of 3-Chloro-6-(2-cyclohex-1-enyl-ethyl)-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one (150 mg, 0.46 mmol, from Step 1 below), 5-Pyridin-4-yl-4H-[1,2,4]triazole-3-thiol (82 mg, 0.46 mmol), and triethylamine (64 □L, 0.46 mmol) dissolved in DMF (5 mL) was heated to 55° C. under N2 for 8 h. The resulting mixture was concentrated and purified by Prep HPLC to give the title compound (58 mg, 27%) as a pale yellow solid. 1H NMR (DMSO-d6): δ 1.62-1.82 (m, 12H), 2.03-2.11 (m, 8H), 2.51 (m, 1H), 2.87 (d, 1H, J=17.5 Hz), 3.11 (d, 1H, J=17.5 Hz), 5.55 (s, 1H), 8.01 (d, 2H, J=5.8 Hz), 8.84 (d, 2H, J=5.8 Hz). ESIMS: MH+ 467.15

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473790B2
Source datasetuspto-grants-2009_01
ORD IDord-9183ce0bc3cd4cac896239abac80bc8a
Source noteuspto-grants-2009_01