Water → Biphenyl

HRID 1286866Notes

Reaction equation

HRID 1286866 reaction equation
Brc1cccnc1.CC1(C)OB(c2cnn(Cc3ccccc3)c2)OC1(C)C.O>C1CCC2=NCCCN2CC1.COc1ccc(OC)c([P](C(C)(C)C)(C(C)(C)C)->[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>c1ccc(Cn2cc(-c3cccnc3)cn2)cc1

Participants

10

Reactant 3

HCID 962WaterHCID 122863-BromopyridineHCID 27347711-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 4

HCID 7095BiphenylHCID 122863-BromopyridineHCID 27347711-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 42628230HCID 42628230, compound

Reagents, catalysts & solvents 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneReagentHCID 178492619HCID 178492619, 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-8be73470f7944f55a2be3829c87397fc
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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