3-Iodo-7-azaindole → Biphenyl

HRID 609404Notes

Reaction equation

HRID 609404 reaction equation
CN(C)C(=NC(C)(C)C)N(C)C.Cc1cc(O)ccc1B1OC(C)(C)C(C)(C)O1.Ic1c[nH]c2ncccc12>CC(C)c1cc(C(C)C)c(-c2ccccc2[PH](C(C)(C)C)(C(C)(C)C)[Pd]2([O]S(C)(=O)=O)[NH]c3ccccc3-c3cccc[c]32)c(C(C)C)c1.CS(C)=O.O>Cc1cc(O)ccc1-c1c[nH]c2ncccc12

Participants

9

Reactant 2

HCID 53770783-Iodo-7-azaindoleHCID 574432723-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Product 3

HCID 7095BiphenylHCID 53770783-Iodo-7-azaindoleHCID 178428971HCID 178428971, compound

Reagents, catalysts & solvents 4

HCID 178439025HCID 178439025, 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-6ea0e75d51bb4498a13bdc7d5fc49323
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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