Ethylamine → N-(2,6-Dichloro-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamide

HRID 724932Notes

Reaction equation

HRID 724932 reaction equation
[Cl:1][C:2]1[C:7]([NH:8][C:9]([C:11]2[C:12](Cl)=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[CH:6][CH:5]=[C:4]([Cl:18])[N:3]=1.[CH2:19]([NH2:21])[CH3:20]>>[Cl:1][C:2]1[C:7]([NH:8][C:9]([C:11]2[C:12]([NH:21][CH2:19][CH3:20])=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[CH:6][CH:5]=[C:4]([Cl:18])[N:3]=1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 10447677HCID 10447677, compound

Product 1

HCID 10828808N-(2,6-Dichloro-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamideYield 59.8%

Conditions

Temperature
165 °C

Procedure

A mixture of N-(2,6-dichloro-3-pyridinyl)-2-chloro-3-pyridinecarboxamide (12.0 g, 39.8 mmol), ethylamine (3.6 g, 80.7 mmol), and 30 mL of xylenes in a sealed vessel was heated at 165° C. for 6 hours. The reaction mixture was cooled to room temperature and extracted with ethyl acetate to give 7.4 g of the title compound, suitable for use in the next reaction.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-d811efcc7f87451b9de09fc8bed1e8c3
Source dataset
uspto-grants-1998_01
Patent number
US05705499

Reaction notes

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