Sodium Carbonate → HCID 178515864, compound

HRID 1916726Notes

Reaction equation

HRID 1916726 reaction equation
C([O-])([O-])=O.[Na+].[Na+].I[C:8]1[CH:9]=[CH:10][C:11]([OH:14])=[N:12][CH:13]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19](OB(O)O)=[CH:18][CH:17]=1>O1CCOCC1.CO>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:8]2[CH:9]=[CH:10][C:11]([OH:14])=[N:12][CH:13]=2)=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 4595002-Hydroxy-5-iodopyridineHCID 17810664p-Chlorophenylboric acid

Product 1

HCID 178515864HCID 178515864, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
110 °C

Procedure

Under an N2 atmosphere 21.7 mL 2 M Na2CO3 solution and 250 mg (0.22 mmol) tetrakis-triphenylphosphane-palladium are added to a solution of 8.0 g (21.7 mmol) 5-iodo-pyridin-2-ol and 3.81 g (23.9 mmol) 4-chlorophenyl-boric acid in 120 mL 1,4-dioxane and 30 mL dry MeOH and the reaction mixture is stirred for 19 h at 110° C. The mixture is evaporated down i. vac., the residue is combined with water, the precipitate is filtered off, washed with water and dried at 40° C. in the circulating air dryer until a constant weight is obtained.

Workup

  1. customThe mixture is evaporated down i
  2. filtrationthe precipitate is filtered off
  3. washwashed with water
  4. customdried at 40° C. in the circulating air dryer until a constant weight
  5. customis obtained

Sources & evidence

ORD record
ord-7cc6f6e520174bf0aa3ddde879236d1b
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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