Potassium Acetate → HCID 178489903, compound

HRID 1508550Notes

Reaction equation

HRID 1508550 reaction equation
I[C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[CH2:5][C:6]1[N:10]=[CH:9][NH:8][N:7]=1.[B:16]1(B2OCC(C)(C)CO2)[O:21]CC(C)(C)C[O:17]1.C([O-])(=O)C.[K+]>CS(C)=O>[CH3:15][O:14][C:13]1[CH:12]=[CH:11][C:4]([CH2:5][C:6]2[N:10]=[CH:9][NH:8][N:7]=2)=[CH:3][C:2]=1[B:16]([OH:21])[OH:17]

Participants

5

Reactant 3

HCID 517044Potassium AcetateHCID 2734316Bis(neopentyl glycolato)diboronHCID 1784899043-(3-iodo-4-methoxybenzyl)-1H-1,2,4-triazole

Product 1

HCID 178489903HCID 178489903, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3-(3-iodo-4-methoxybenzyl)-1H-1,2,4-triazole (Step B) (397 mg, 1.260 mmol), bis(neopentyl glycolato)diboron (342 mg, 1.512 mmol), potassium acetate (495 mg, 5.04 mmol), and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (51.4 mg, 0.063 mmol) in DMSO (10 ml) was degassed flushing with nitrogen and heated at 80° C. overnight. The reaction was diluted with ethyl acetate and washed with water followed by brine, dried over sodium sulfate, filtered, and the solvent was evaporated under reduced pressure to afford the crude title product that was used without further purification. Mass spectrum (ESI) 234.3 (M+1).

Workup

  1. customwas degassed
  2. customflushing with nitrogen
  3. additionThe reaction was diluted with ethyl acetate
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3fa555028d9e407cac83ec91fa31e423
Source dataset
uspto-grants-2015_12
Patent number
US09221834B2

Reaction notes

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