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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1362311Erstellt: 24. Oktober 2026

Triethylamine → 1-[(2-Amino-5-bromo-pyridin-3-ylmethyl)amino]cyclopentanecarboxylic acid methyl ester

https://huagongshe.com/de/reaction/1362311

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethyl 1-amino-1-cyclopentanecarboxylate (H-Ac5c-OMe)HCID 231225—
Edukt5-Bromo-3-(bromomethyl)pyridin-2-amine hydrobromideHCID 53420052—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-[(2-Amino-5-bromo-pyridin-3-ylmethyl)amino]cyclopentanecarboxylic acid methyl esterHCID 5927757243,4%

Reaktionsschritte

To an ice-cold suspension of 5-bromo-3-bromomethyl-pyridin-2-ylamine hydrobromide (8.64 g, 24.9 mmol) and 1-amino-cyclopentanecarboxylic acid methyl ester (3.56 g, 24.9 mmol) in DMF (100 mL) was added Et3N (5.30 mL, 37.4 mmol) slowly. The mixture was stirred for 2 h and then diluted with H2O. The solid was collected by filtration to give the title compound (3.55 g, 43%) as a yellow solid: 1H NMR (300 MHz, CDCl3) δ 8.02 (d, J=2.3 Hz, 1H), 7.37 (d, J=2.3 Hz, 1H), 5.49 (s, 2H), 3.76 (s, 3H), 3.52 (s, 2H), 2.12-2.05 (m, 2H), 1.79 (br s, 7H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07879872B2
Quelldatensatzuspto-grants-2011_02
ORD IDord-cc4661935be14df59c478d9b6e8016dd
Quellennotizuspto-grants-2011_02