Ethylamine → 3-Bromo-4-(2-ethylaminopyridin-3-yl)thiophene

HRID 580815Notes

Reaction equation

HRID 580815 reaction equation
[Br:1][C:2]1[C:6]([C:7]2[C:8](F)=[N:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][S:4][CH:3]=1.[CH2:14]([NH2:16])[CH3:15]>O1CCOCC1.C(OCC)(=O)C>[Br:1][C:2]1[C:6]([C:7]2[C:8]([NH:16][CH2:14][CH3:15])=[N:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][S:4][CH:3]=1

Participants

5

Reactant 2

HCID 6341EthylamineHCID 154085613-Bromo-4-(2-fluoropyridin-3-yl)thiophene

Product 1

HCID 154085623-Bromo-4-(2-ethylaminopyridin-3-yl)thiopheneYield 83.7%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-bromo-4-(2-fluoropyridin-3-yl)thiophene (0.344 g) and ethylamine (0.2 g) in dioxane (1 mL), in a sealed tube, was heated at 100° C. for four days. The mixture was cooled, diluted with ethyl acetate, washed with water, dried, filtered, and evaporated. The residue was fractionated by chromatography to give 3-bromo-4-(2-ethylaminopyridin-3-yl)thiophene (0.316 g) as an oil.

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-67dba326e7f74299a9e4d9ef7e85b997
Source dataset
uspto-grants-1999_07
Patent number
US05919779

Reaction notes

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