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

HRID 580822Notes

Reaction equation

HRID 580822 reaction equation
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[C:8](F)=[N:9][CH:10]=[CH:11][CH:12]=1.[CH2:14]([NH2:16])[CH3:15]>O1CCOCC1.C(OCC)(=O)C>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[C:8]([NH:16][CH2:14][CH3:15])=[N:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 6341EthylamineHCID 154085683-Bromo-2-(2-fluoropyridin-3-yl)thiophene

Product 1

HCID 154085693-Bromo-2-(2-ethylaminopyridin-3-yl)thiopheneYield 87.3%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-bromo-2-(2-fluoropyridin-3-yl)thiophene (0.47 g) and ethylamine (0.4 g) in dioxane (2 mL) in a sealed tube was heated at 100° C. for 2 days. The mixture was diluted with ethyl acetate, washed with water, dried, filtered and evaporated to give 3-bromo-2-(2-ethylaminopyridin-3-yl)thiophene (0.45 g).

Workup

  1. washwashed with water
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-f94f59eb677649d19609627f47746aa1
Source dataset
uspto-grants-1999_07
Patent number
US05919779

Reaction notes

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