Benzenesulfonamide → Biphenyl

HRID 1286019Notes

Reaction equation

HRID 1286019 reaction equation
Brc1cccnc1.NS(=O)(=O)c1ccccc1>CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C.COc1ccc(OC)c([P](C23C[C@H]4C[C@@H](C2)C[C@@H](C3)C4)(C23C[C@H]4C[C@@H](C2)C[C@@H](C3)C4)->[Pd]2(<-[NH2]c3ccccc3-c3cccc[c]32)[O]S(C)(=O)=O)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.CS(C)=O>O=S(=O)(Nc1cccnc1)c1ccccc1

Participants

9

Reactant 2

HCID 7370BenzenesulfonamideHCID 122863-Bromopyridine

Product 4

HCID 7095BiphenylHCID 7370BenzenesulfonamideHCID 122863-BromopyridineHCID 339079N-3-Pyridylbenzenesulfonamide

Reagents, catalysts & solvents 3

HCID 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-tetramineReagentHCID 178492611HCID 178492611, compoundReagentHCID 679Dimethyl SulfoxideSolvent4×

Procedure

The Mosquito was used to combine the source plate solutions by multi-aspiration of 250 nL of each of the four reaction components and then to dose the resulting reaction mixture (1 uL) into a 1536-well plate

Workup

  1. additionNo procedure recorded
  2. aliquotNo procedure recorded
  3. additionNo procedure recorded

Sources & evidence

ORD record
ord-b15a5fe40eae42e3a816ebabf20a08d8
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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