3-Iodo-7-azaindole → Biphenyl

HRID 609468Notes

Reaction equation

HRID 609468 reaction equation
CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CC1(C)OB(c2cnc(-n3cccn3)nc2)OC1(C)C.Ic1c[nH]c2ncccc12>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>c1cnc2[nH]cc(-c3cnc(-n4cccn4)nc3)c2c1

Participants

10

Reactant 2

HCID 53770783-Iodo-7-azaindoleHCID 49758770HCID 49758770, compound

Product 3

HCID 7095BiphenylHCID 53770783-Iodo-7-azaindoleHCID 178420745HCID 178420745, compound

Reagents, catalysts & solvents 5

HCID 178454896HCID 178454896, compoundCatalystHCID 679Dimethyl SulfoxideSolvent3×HCID 962WaterSolventHCID 64052-Methyl-2-butanolSolventHCID 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneOther

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-b7e7858493bb4dc5bdbeabffceb7cad2
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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