Methylamine → 4-Chloro-N-methylpicolinamide

HRID 78299

Reaktionsgleichung

Reaktionsgleichung von HRID 78299
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9](Cl)=[O:10])[CH:4]=1.[CH3:12][NH2:13]>C1COCC1.CO>[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:13][CH3:12])=[O:10])[CH:4]=1

Komponenten

5

Edukt 2

HCID 6329MethylamineHCID 223972704-Chloropyridine-2-carbonyl chloride--hydrogen chloride (1/1)

Produkt 1

HCID 14768144-Chloro-N-methylpicolinamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Chloropyridine-2-carbonyl chloride HCl salt (7.0 g, 32.95 mmol) was added in portions to a mixture of a 2.0 M methylamine solution in THF (100 mL) and MeOH (20 mL) at 0° C. The resulting mixture was stored at 3° C. for 4 h, then concentrated under reduced pressure. The resulting nearly dry solids were suspended in EtOAc (100 mL) and filtered. The filtrate was washed with a saturated NaCl solution (2×100 mL), dried (Na2SO4) and concentrated under reduced pressure to provide 4-chloro-N-methyl-2-pyridinecarboxamide as a yellow, crystalline solid (4.95 g, 88%): mp 37-40° C.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. filtrationfiltered
  3. washThe filtrate was washed with a saturated NaCl solution (2×100 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e436117fe9344484a9d22d3fbe3def21
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841330B2

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