3-Iodo-7-azaindole → Biphenyl

HRID 609446Notes

Reaction equation

HRID 609446 reaction equation
CC1(C)OB(c2ccc(-c3cnccn3)cc2)OC1(C)C.CN(C)C(=NC(C)(C)C)N(C)C.Ic1c[nH]c2ncccc12>CN(C)c1ccc([PH](C(C)(C)C)(C(C)(C)C)[Pd]2([O]S(C)(=O)=O)[NH]c3ccccc3-c3cccc[c]32)cc1.CS(C)=O.O>c1cnc2[nH]cc(-c3ccc(-c4cnccn4)cc3)c2c1

Participants

9

Reactant 2

HCID 53770783-Iodo-7-azaindoleHCID 583826242-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrazine

Product 3

HCID 7095BiphenylHCID 53770783-Iodo-7-azaindoleHCID 178420744HCID 178420744, compound

Reagents, catalysts & solvents 4

HCID 178482905HCID 178482905, compoundCatalystHCID 679Dimethyl SulfoxideSolvent4×HCID 962WaterSolventHCID 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-99138fac06da4b28b60429323dfd7d26
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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