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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 251448Erstellt: 26. Oktober 2026

Triethylamine → 6-chloro-N-[1-(hydroxymethyl)cyclohexyl]nicotinamide

https://huagongshe.com/reaction/251448

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt6-Chloronicotinic acidHCID 79222—
Edukt(1-Aminocyclohexyl)methanolHCID 409153—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktHCID 178526939HCID 178526939—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-chloro-N-[1-(hydroxymethyl)cyclohexyl]nicotinamideHCID 11950360113,6%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Triethylamine (2.2 ml, 16.12 mmol, 2 eq), hydroxybenzotriazole hydrate (0.217 g, 1.61 mmol, 0.2 eq), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.7 g, 8.87 mmol, 1.1 eq) are added to a cold (ice bath) solution of 6-chloronicotinic acid (1.27 g, 8.06 mmol, 1 eq) and (1-aminocyclohexyl)methanol (1.04 g, 8.06 mmol, 1 eq) in dichloromethane (80 ml), stirred 30 min at 0° C. and then at room temperature for 1 h. The organic layer is then washed with water, with a saturated solution of aqueous sodium hydrogenocarbonate and dried over magnesium sulfate. The solvent is finally removed to give 2.46 g of a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863450B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-624893e5f2aa4271acb0cfd5c42242e3
Quellennotizuspto-grants-2011_01