2-Bromo-5-phenylpyridine → Biphenyl

HRID 608525Notes

Reaction equation

HRID 608525 reaction equation
Brc1ccc(-c2ccccc2)cn1.CC1(C)OB(c2cn(S(=O)(=O)c3ccccc3)c3ncccc23)OC1(C)C.CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C>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>O=S(=O)(c1ccccc1)n1cc(-c2ccc(-c3ccccc3)cn2)c2cccnc21

Participants

9

Reactant 2

HCID 27628752-Bromo-5-phenylpyridineHCID 455881371-(Phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine

Product 3

HCID 7095BiphenylHCID 27628752-Bromo-5-phenylpyridineHCID 178527311HCID 178527311, compound

Reagents, catalysts & solvents 4

HCID 178439025HCID 178439025, compoundCatalystHCID 679Dimethyl SulfoxideSolvent4×HCID 962WaterSolventHCID 33931062,N'3,N'3,N3,N3,N'5,N'5,N5,N5-nonamethyl-2,4,6-triaza-3lambda5,5lambda5-diphosphaocta-3,5-diene-3,3,5,5-tetramineOther

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-84d4f52d2dd84de3b819733c0fd1321b
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

Loading…