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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 233742Erstellt: 26. Oktober 2026

Triethylamine → (S)-N-(6-Bromopyridin-3-ylmethyl)-N-(1-methoxycarbonylbut-1-yl)amine

https://huagongshe.com/reaction/233742

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-Bromo-5-bromomethylpyridineHCID 6424660—
Eduktmethyl (2S)-2-aminohexanoate hydrochlorideHCID 14039065—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethylformamideHCID 6228—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt(S)-N-(6-Bromopyridin-3-ylmethyl)-N-(1-methoxycarbonylbut-1-yl)amineHCID 54040071—

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

1.48 g (13.2 mmol) of potassium tert-butylate are added to a solution of 2.18 g (12 mmol) of methyl (S)-2-aminohexanoate hydrochloride and 1.66 ml of triethylamine in 20 ml of DME and 15 ml of DMF under argon. After stirring at 20° C. for 1 h, a solution of 3.01 g (12 mmol) of 2-bromo-5-bromomethylpyridine in 15 ml of DMF is injected and the mixture is stirred for 16 h. Subsequently, the solvent is distilled off in vacuo and the residue is taken up in dichloromethane/water; the organic phase is then dried over sodium sulphate and, after concentrating, purified on silica gel using petroleum ether/ethyl acetate (4:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05594010
Quelldatensatzuspto-grants-1997_01
ORD IDord-e392811c6725432ca09c3d03f743034d
Quellennotizuspto-grants-1997_01