3-Pyridinylboronic acid → Biphenyl

HRID 609211Notes

Reaction equation

HRID 609211 reaction equation
O=C(Nc1ccccc1N1CCNCC1)c1csc(Br)n1.O=P(O)(O)O.OB(O)c1cccnc1.[K]>CC(C)Oc1cccc(OC(C)C)c1-c1ccccc1[PH](C1CCCCC1)(C1CCCCC1)[Pd]1([O]S(C)(=O)=O)[NH]c2ccccc2-c2cccc[c]21.CS(C)=O.O>O=C(Nc1ccccc1N1CCNCC1)c1csc(-c2cccnc2)n1

Participants

9

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 91494876HCID 91494876, compound

Product 3

HCID 7095BiphenylHCID 70681811HCID 70681811, compoundHCID 91494876HCID 91494876, compound

Reagents, catalysts & solvents 4

HCID 178458464HCID 178458464, compoundCatalystHCID 679Dimethyl SulfoxideSolvent3×HCID 962WaterSolvent2×HCID 16218557Phosphoric acid (potassium)Other

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-784d2de40bb747ed862450db41477a80
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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