Potassium Phosphate, Tribasic → HCID 24880980, compound

HRID 1529472Notes

Reaction equation

HRID 1529472 reaction equation
FC(F)(F)S(O[C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[N:13]=2)[N:10]=[C:9]([CH3:19])[C:8]=1[CH3:20])(=O)=O.P(O)(O)(O)=O.[S:28]1[C:36]2[CH:35]=[CH:34][N:33]=[CH:32][C:31]=2[CH:30]=[C:29]1B(O)O.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].O1CCOCC1>[CH3:19][C:9]1[C:8]([CH3:20])=[C:7]([C:29]2[S:28][C:36]3[CH:35]=[CH:34][N:33]=[CH:32][C:31]=3[CH:30]=2)[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[N:13]=2)[N:10]=1

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 67246246HCID 67246246, compoundHCID 86657561HCID 86657561, compound

Product 1

HCID 24880980HCID 24880980, compound

Reagents, catalysts & solvents 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)CatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

In a 100 mL three neck round bottom flask fitted with a reflux condenser was added 3,4-dimethyl-1-(6-methylpyridin-2-yl)-1H-pyrazol-5-yl trifluoromethanesulfonate (0.90 g. 2.7 mmol, 1.2 equivalents), thieno[3,2-c]pyridin-2-ylboronic acid trihydrogen phosphate (0.72 g, 2.6 mmol, 1 equivalent), potassium phosphate tribasic and 20 mL dioxane. The flask was evacuated under a vacuum and the suspension bubbled with nitrogen gas. To this was added PdCl2 (dppf) (Strem, Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct, 0.54 g, 0.65 mmol, 0.3 equivalents). Again the flask was evacuated under a vacuum and the suspension bubbled with nitrogen gas. The reaction was heated to 100° C. for 16 hours and then cooled to room temperature.

Workup

  1. customThe flask was evacuated under a vacuum
  2. customthe suspension bubbled with nitrogen gas
  3. customAgain the flask was evacuated under a vacuum
  4. customthe suspension bubbled with nitrogen gas
  5. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-b6e4aee043a946fb9a7d679a2a9d18f3
Source dataset
uspto-grants-2015_07
Patent number
US09090625B2

Reaction notes

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