Potassium Carbonate → HCID 67007525, compound

HRID 564007Notes

Reaction equation

HRID 564007 reaction equation
Br[C:2]1[CH:3]=[C:4]([S:8][CH:9]([CH3:13])[C:10]([NH2:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.[C:14]([C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][CH:18]=1)([OH:16])=[O:15].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.O.C1(P([Pd](P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[C:10]([CH:9]([S:8][C:4]1[CH:3]=[C:2]([C:20]2[CH:21]=[CH:22][C:17]([C:14]([OH:16])=[O:15])=[CH:18][CH:19]=2)[CH:7]=[CH:6][CH:5]=1)[CH3:13])(=[O:11])[NH2:12]

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 3121834-Carboxyphenylboronic AcidHCID 62901447HCID 62901447, compound

Product 1

HCID 67007525HCID 67007525, compound

Reagents, catalysts & solvents 3

HCID 178420554HCID 178420554, compoundCatalystHCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

3.0 g 2-(3-Bromo-phenylsulfanyl)-propionamide, 1.95 g of 4-carboxybenzene-boronic acid, and 8.05 g potassium carbonate were stirred in a mixture of 25 ml dioxane and 25 ml water. 1.35 g tetrakis-triphenylphosphino-palladium were added under nitrogen atmosphere and the mixture was heated 85 C for 14 hrs. The mixture was diluted with 40 ml water and filtered. The filtrate was adjusted to pH 2 with conc. HCl and the precipitated product isolated by filtration.

Workup

  1. temperaturethe mixture was heated 85 C for 14 hrs
  2. filtrationfiltered
  3. customthe precipitated product isolated by filtration

Sources & evidence

ORD record
ord-8135d97fda1740c19650d3c4d392ac4c
Source dataset
uspto-grants-2011_11
Patent number
US08067599B2

Reaction notes

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