2-Aminopyridine → HCID 9943881, compound

HRID 982686Notes

Reaction equation

HRID 982686 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([Br:12])[CH:6]=1)=O.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1>CC(C)=O>[Br:12][C:7]1[CH:6]=[C:5]([C:3]2[N:13]=[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]3[CH:2]=2)[CH:10]=[CH:9][C:8]=1[F:11]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 27827832-bromo-1-(3-bromo-4-fluorophenyl)ethanone

Product 1

HCID 9943881HCID 9943881, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In analogy to the method as described in J. Heterocyclic Chem. 1988, 25, 129-137, 2-Bromo-1-(3-bromo-4-fluoro-phenyl)-ethanone (89 mg, 0.3 mmol) and 2-Aminopyridine (28 mg, 0.3 mmol) were dissolved in 2 ml of acetone and shaken overnight. The solvent was evaporated and and the residue was dissolved in 1 ml of DMF. The title compound (m/e=292.6, [M+H+]) was isolated from this solution by HPLC chromatography (YMC CombiPrep C18 column 50×20 mm, solvent gradient 10-95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in 1 ml of DMF

Sources & evidence

ORD record
ord-7dc6fca30c9842d9a976c20247f4bbd6
Source dataset
uspto-grants-2005_03
Patent number
US06861437B2

Reaction notes

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