Ethylamine → N-(2-Chloro-4-methyl-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamide

HRID 53520

Reaktionsgleichung

Reaktionsgleichung von HRID 53520
[CH2:1]([NH2:3])[CH3:2].Cl[C:5]1[C:10]([C:11]([NH:13][C:14]2[C:15]([Cl:21])=[N:16][CH:17]=[CH:18][C:19]=2[CH3:20])=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1.CCCCCC>C1(C)C(C)=CC=CC=1.C(OCC)(=O)C>[Cl:21][C:15]1[C:14]([NH:13][C:11]([C:10]2[C:5]([NH:3][CH2:1][CH3:2])=[N:6][CH:7]=[CH:8][CH:9]=2)=[O:12])=[C:19]([CH3:20])[CH:18]=[CH:17][N:16]=1

Komponenten

6

Edukt 3

HCID 6341EthylamineHCID 8058HexaneHCID 104238682-Chloro-N-(2-chloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide

Produkt 1

HCID 11066217N-(2-Chloro-4-methyl-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamideAusbeute 76,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7237O-XyleneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

Ethylamine (12.7 g) was added to a suspension of 21.0 g of the 2-chloro-N-(2-chloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide in 150 ml of xylene in a steel bomb. The mixture was then heated in an oil bath to 165° C. for 6 hrs. and then stirred overnight at room temperature. The solvent was removed in vacuo and water added to the residue. The product was extracted with ether, dried (sodium sulfate) and concentrated to give an oil. This was dissolved in ethyl acetate followed by hexane at which time a precipitate formed. The solid was filtered and dried to give 16.5 g of the title compound, m.p. 122°-124° C.

Aufarbeitung

  1. customThe solvent was removed in vacuo and water
  2. additionadded to the residue
  3. extractionThe product was extracted with ether
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated
  6. customto give an oil
  7. customformed
  8. filtrationThe solid was filtered
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6931056261934f4b9e2954d3c9e52c11
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620974

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