3-Iodo-7-azaindole → Biphenyl

HRID 609439Notes

Reaction equation

HRID 609439 reaction equation
CC1(C)OB(c2ccc(-c3cnccn3)cc2)OC1(C)C.Ic1c[nH]c2ncccc12.O=P(O)(O)O.[K]>CC(C)c1cc(C(C)C)c(-c2ccccc2[PH](C2CCCCC2)(C2CCCCC2)[Pd]2([O]S(C)(=O)=O)[NH]c3ccccc3-c3cccc[c]32)c(C(C)C)c1.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 178439024HCID 178439024, 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-2a0d1e280996444099be648c0b2b3bd9
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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