2-Bromo-1-(4-fluorophenyl)ethan-1-one → HCID 24993819, compound

HRID 1947443Notes

Reaction equation

HRID 1947443 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=O.[NH2:12][C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][N:14]=1>O1CCOCC1>[F:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:12]=[C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][N:14]3[CH:2]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 8182602-Amino-5-cyanopyridine

Product 1

HCID 24993819HCID 24993819, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Bromo-1-(4-fluoro-phenyl)-ethanone (2.08 g, 9.6 mmol) and 6-amino-nicotinonitrile (1.14 g, 9.6 mmol) were heated under reflux in 50 ml dioxane for 13 hours. After cooling the solid was filtered and purified by preparative HPLC (RP18, acetonitrile/water 0.1% TFA) to yield 1.05 g (46%) of the desired product. MS: M+H+=238.04.

Workup

  1. temperatureAfter cooling the solid
  2. filtrationwas filtered
  3. custompurified by preparative HPLC (RP18, acetonitrile/water 0.1% TFA)

Sources & evidence

ORD record
ord-f9a877c728794ff1b31e4c33edaa5865
Source dataset
uspto-grants-2013_03
Patent number
US08399476B2

Reaction notes

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