Triethylamine → Cyclopropanecarboxylic acid (2-chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amide

HRID 389266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 389266
[Cl:1][C:2]1[C:7]([CH2:8][NH:9][CH2:10][CH3:11])=[CH:6][C:5]([CH3:12])=[CH:4][N:3]=1.[CH:13]1([C:16]([OH:18])=O)[CH2:15][CH2:14]1.Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[C:7]([CH2:8][N:9]([CH2:10][CH3:11])[C:16]([CH:13]2[CH2:15][CH2:14]2)=[O:18])=[CH:6][C:5]([CH3:12])=[CH:4][N:3]=1

Komponenten

7

Edukt 5

HCID 8471TriethylamineHCID 15655Cyclopropanecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 58579979(2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine

Produkt 1

HCID 58579965Cyclopropanecarboxylic acid (2-chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine (0.126 g, 0.69 mmol), cyclopropanecarboxylic acid (0.08 mL, 1.03 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.197 g, 1.03 mmol), 1-hydroxybenzotriazole hydrate (0.139 g, 1.03 mmol), and triethylamine (0.29 mL, 2.05 mmol) were combined in CH2Cl2 and stirred at room temperature over the weekend. The mixture was concentrated and purified by silica gel chromatography (0-70% EtOAc in hexanes) to give the title compound.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. custompurified by silica gel chromatography (0-70% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-80c24559a86542a3bfd7ce65a134546a
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08378107B2

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