Cesium carbonate → HCID 66886472, compound

HRID 1942899Notes

Reaction equation

HRID 1942899 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH3:12].[NH:13]1[CH:17]=[C:16]([CH2:18][OH:19])[N:15]=[CH:14]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[CH3:12][O:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[N:13]1[CH:17]=[C:16]([CH2:18][OH:19])[N:15]=[CH:14]1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 144519681-Fluoro-2-methoxy-4-nitrobenzeneHCID 178519868HCID 178519868, compound

Product 1

HCID 66886472HCID 66886472, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-fluoro-2-methoxy-4-nitro-benzene (1.0 g, 5.8 mmol), (1H-imidazol-4-yl)-methanol (602 mg, 6.1 mmol) and cesium carbonate (2.86 g, 8.8 mmol) in 40 ml of acetonitrile was refluxed overnight. The reaction mixture was concentrated in vacuo, diluted with water and extracted with ethyl acetate. Chromatography on Si—NH2 (Isolute) using ethyl acetate as an eluent gave the title compound as a yellowish solid.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiondiluted with water
  4. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-adb77ebf68734486b95f73a48dc21908
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

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