Hexane → HCID 66747810, compound

HRID 1405697Notes

Reaction equation

HRID 1405697 reaction equation
[Br:1]Br.[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]1[C:9]([NH2:14])=[N:10][CH:11]=[CH:12][CH:13]=1.CCCCCC.C(OCC)(=O)C>C(O)(=O)C>[BrH:1].[Br:1][C:7]1[O:3][C:4]([C:8]2[C:9]([NH2:14])=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 24408BromineHCID 64089888HCID 64089888, compound

Product 1

HCID 66747810HCID 66747810, compoundYield 187.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A mixture of bromine (1425 mg) in acetic acid (30 mL) was added to a mixture of 3-furan-2-ylpyridin-2-amine (1500 mg) in acetic acid (30 mL) under ice-cooling, and the reaction mixture was stirred at room temperature overnight. To the reaction mixture was added a mixture of hexane and ethyl acetate. The resulting precipitate was collected by filtration and washed with ethyl acetate to give the title compound (2674 mg) as a brown solid.

Workup

  1. temperaturecooling
  2. additionTo the reaction mixture was added
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-ef2f301125dd41cc92d42be92709cecd
Source dataset
uspto-grants-2014_12
Patent number
US08916551B2

Reaction notes

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