Water → Biphenyl

HRID 1286852Notes

Reaction equation

HRID 1286852 reaction equation
Brc1cccnc1.CC1(C)OB(c2cnn(Cc3ccccc3)c2)OC1(C)C.O>CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CS(=O)(=O)[O][Pd]1(<-[NH2]c2ccccc2-c2cccc[c]21)<-[P](c1ccccc1N1CCOCC1)(C12C[C@H]3C[C@@H](C1)C[C@@H](C2)C3)C12C[C@H]3C[C@@H](C1)C[C@@H](C2)C3.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 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneReagentHCID 178505364HCID 178505364, 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-4c3cf1aeeeac4eb3807523266ea53e62
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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