1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → Biphenyl

HRID 608883Notes

Reaction equation

HRID 608883 reaction equation
CC1(C)OB(c2cnn(Cc3ccccc3)c2)OC1(C)C.CN(C)C(=NC(C)(C)C)N(C)C.CN1C(=O)C[C@@](C)(c2cc(Br)cs2)N/C1=N/C(=O)OC(C)(C)C>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>CN1C(=O)C[C@@](C)(c2cc(-c3cnn(Cc4ccccc4)c3)cs2)N/C1=N/C(=O)OC(C)(C)C

Participants

10

Reactant 2

HCID 27347711-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 178481496HCID 178481496, compound

Product 3

HCID 7095BiphenylHCID 178481496HCID 178481496, compoundHCID 178481506HCID 178481506, compound

Reagents, catalysts & solvents 5

HCID 178454896HCID 178454896, compoundCatalystHCID 679Dimethyl SulfoxideSolvent3×HCID 962WaterSolventHCID 64052-Methyl-2-butanolSolventHCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineOther

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-0511c4cf2b2d47669c3f8cf2ccc39820
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
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Reaction notes

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