Dimethylamine → 4-chloro-N,N-dimethylpyridine-2-carboxamide

HRID 13521

Reaktionsgleichung

Reaktionsgleichung von HRID 13521
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.[CH2:11]([N:13](CC)[CH2:14]C)C.CNC>ClCCl>[CH3:11][N:13]([CH3:14])[C:8]([C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][N:5]=1)=[O:9]

Komponenten

5

Edukt 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 110951464-chloropyridine-2-carbonyl Chloride

Produkt 1

HCID 49622524-chloro-N,N-dimethylpyridine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-chloro-pyridine-2-carbonyl chloride (1 eq) in dichloromethane was cooled to 0° C., whereupon triethylamine (2 eq) was added followed by dimethylamine (2 eq, 2M solution in THF). The solution was allowed to warm to room temperature and let stir overnight. It was then washed with 1M NaOH. The separated organic layer is dried over MgSO4, filtered, and concentrated to yield the desired product. HPLC, 1.82 min; MS: MH+=185.6

Aufarbeitung

  1. additionwas added
  2. washIt was then washed with 1M NaOH
  3. dry with materialThe separated organic layer is dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-af128e83c6f54f678c93c97cdc93799f
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728010B2

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