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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190969Generated: October 30, 2026

Cyclohexanol → HCID 24698739, compound

https://huagongshe.com/reaction/1190969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanolHCID 7966—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventTetrahydrofuranHCID 8028—
ProductHCID 24698739HCID 2469873971.4%

Reaction Steps

Add sodium bis(trimethylsilyl)amide (3.9 mL, 7.93 mmol, 2M solution in THF) to a solution of cyclohexanol (824 μL, 7.93 mmol) in THF (10 mL). Stir for 30 min at room temperature and then add a solution of 6-chloro-nicotinonitrile (1 g, 7.2 mmol) in anhydrous THF (5 mL). Stir at room temperature overnight and then quench the reaction by addition of saturated aqueous NaHCO3 (100 mL) and extract the aqueous phase with DCM (3×100 mL). Wash the combined organic extracts with brine (100 mL), dry over MgSO4 and concentrate in vacuo to obtain the desired intermediate as a yellow solid (1.04 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680091B2
Source datasetuspto-grants-2014_03
ORD IDord-1737371c591e4d83b152affbe583b73f
Source noteuspto-grants-2014_03