Potassium Carbonate → HCID 178478222, compound

HRID 269541Notes

Reaction equation

HRID 269541 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[NH:18][N:17]=[N:16][N:15]=2)[CH:9]=1.[CH2:19]([O:26][C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=1B(O)O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1.C(O)C>ClCCl.O.C1C=CC([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)=CC=1>[CH2:19]([O:26][C:27]1[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][C:32]=1[C:2]1[C:3]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]3[NH:18][N:17]=[N:16][N:15]=3)[CH:9]=2)=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 41987402-Benzyloxy-5-chlorobenzeneboronic acidHCID 21863594Toluene ethanolHCID 178419370HCID 178419370, compound

Product 1

HCID 178478222HCID 178478222, compound

Reagents, catalysts & solvents 3

HCID 178418397HCID 178418397, compoundCatalystHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-(2′-bromo-biphenyl-3-yl)-1H-tetrazole (163 mg, 0.54 mmol), 2-benzyloxy-5-chlorobenzeneboronic acid (156 mg, 0.59 mmol), potassium carbonate (589 mg, 4.33 mmol), and tetrakis(triphenylphosphine)palladium(0) (63 mg, 0.05 mmol) in 1.1 toluene/ethanol (5 ml) was stirred and heated under nitrogen for 16 hours. After cooling the mixture was diluted with dichloromethane and water. The organic phase was dried and evaporated.

Workup

  1. temperatureheated under nitrogen for 16 hours
  2. temperatureAfter cooling the mixture
  3. customThe organic phase was dried
  4. customevaporated

Sources & evidence

ORD record
ord-e093f7ef662441fb9de78c88b9438a19
Source dataset
uspto-grants-2008_11
Patent number
US07446222B2

Reaction notes

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