(4-(Cyclopentylcarbamoyl)phenyl)boronic acid → Biphenyl

HRID 609183Notes

Reaction equation

HRID 609183 reaction equation
CN(C)C(=NC(C)(C)C)N(C)C.O=C(NC1CCCC1)c1ccc(B(O)O)cc1.O=C(Nc1ccccc1N1CCNCC1)c1csc(Br)n1>CC(C)(C)[PH](C(C)(C)C)(C(C)(C)C)[Pd]1([Cl])[NH]c2ccccc2-c2cccc[c]21.CCC(C)(C)O.CS(C)=O.O>O=C(NC1CCCC1)c1ccc(-c2nc(C(=O)Nc3ccccc3N3CCNCC3)cs2)cc1

Participants

10

Reactant 2

HCID 2773358(4-(Cyclopentylcarbamoyl)phenyl)boronic acidHCID 91494876HCID 91494876, compound

Product 3

HCID 7095BiphenylHCID 91494876HCID 91494876, compoundHCID 178521844HCID 178521844, compound

Reagents, catalysts & solvents 5

HCID 178454896HCID 178454896, compoundCatalystHCID 679Dimethyl SulfoxideSolvent3×HCID 962WaterSolventHCID 64052-Methyl-2-butanolSolventHCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineOther

Workup

  1. additionAfter 22 hours the crude reactions were diluted with 3 x 1 uL 0.5 M AcOH in DMSO (containing PhPh as an internal standard). The reactions were mixed after each dispense operation.
  2. aliquotMosquito(R) was used to transfer 1 uL of each quenched reaction from the 1,536-well reaction plate to 384-well analytical plates containing 60 uL DMSO for analysis.

Sources & evidence

ORD record
ord-443264813cef4ccc8d751b5162a0b55c
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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