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HRID 899309Erstellt: 24. Oktober 2026

1,2-Dichloroethane → 5-Butyl-pyridine-2-carboxylic acid methoxy-methyl-amide

https://huagongshe.com/de/reaction/899309

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktFusaric AcidHCID 3442—
EduktTriethylamineHCID 8471—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
LösungsmittelSodium ChlorideHCID 5234—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Butyl-pyridine-2-carboxylic acid methoxy-methyl-amideHCID 58747007—

Reaktionsschritte

A mixture of fusaric acid (896 mg, 5.0 mmol), O,N-dimethylhydroxyl-amine hydrochloride (488 mg, 5 mmol), EDC (1.05 g, 5.5 mmol), HOBT (675 mg, 5.0 mmol) and NEt3 (1.4 ml, 10 mmol) in DMF (100 ml) was stirred at room temperature for 2 h. The reaction mixture was diluted with saturated aqueous NaCl and extracted with EtOAc (2×). The combined organic extracts were washed with 0.5 M citric acid, saturated aqueous NaHCO3, saturated aqueous NaCl, dried, and concentrated under vacuum to give the desired product I-2A-38a as a viscous oil (940 mg): MS 232.2 (M+1)+; 1H NMR (400 MHz, CDCl3) δ 8.40 (s, 1H), 7.60-7.50 (m, 2H), 3.72 (s, 3H), 3.37 (s, 3H), 2.61 (t, 2H, J=7.5Hz), 1.62-1.53 (m, 2H), 1.38-1.28 (m, 2H), 0.89 (t, 3H, J=7.5Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07354929B2
Quelldatensatzuspto-grants-2008_04
ORD IDord-d4e1da29e0ae497ca9dc9cc6e7f7336a
Quellennotizuspto-grants-2008_04