Acetic Acid → HCID 86688152, compound

HRID 1428947Notes

Reaction equation

HRID 1428947 reaction equation
[OH-].[Na+].[CH2:3]([N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[C:12]([CH3:17])[CH:11]=2)[N:7]=[C:6]1CC#N)[CH3:4].[C:21]([OH:24])(=[O:23])[CH3:22]>O.CS(C)=O>[CH2:3]([N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[C:12]([CH3:17])[CH:11]=2)[N:7]=[C:6]1[CH2:22][C:21]([OH:24])=[O:23])[CH3:4]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 86688150HCID 86688150, compound

Product 1

HCID 86688152HCID 86688152, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×

Conditions

Temperature
100 °C

Procedure

930 mg sodium hydroxide in 6 mL water was added to 525 mg (1-ethyl-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl)-acetonitrile in 2 mL DMSO. The reaction was stirred 4 h at 100° C. The mixture was diluted with water acidified with concentrated acetic acid and extracted with ethylacetate. The organic layer was dried and evaporated. The residue was crystallized with diethyl ether to give 60 mg of the desired product. Rt: 0.94 min (method K), (M+H)+: 263

Workup

  1. extractionextracted with ethylacetate
  2. customThe organic layer was dried
  3. customevaporated
  4. customThe residue was crystallized with diethyl ether

Sources & evidence

ORD record
ord-021db7d8c19245cfb368aeb748acb1f2
Source dataset
uspto-grants-2015_01
Patent number
US08937176B2

Reaction notes

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