3-Bromopyridine → Biphenyl

HRID 1286263Notes

Reaction equation

HRID 1286263 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>CC(C)(C)P(C1=CC=C[CH]1[Fe][CH]1C=CC=C1[P](C(C)(C)C)(C(C)(C)C)->[Pd]1(<-[NH2]c2ccccc2-c2cccc[c]21)[O]S(C)(=O)=O)C(C)(C)C.CCN(CC)P1(=NC(C)(C)C)N(C)CCCN1C.CS(C)=O>CC(C)(C)OC(=O)Nc1cccnc1

Participants

9

Reactant 2

HCID 122863-BromopyridineHCID 77922tert-Butyl carbamate

Product 4

HCID 7095BiphenylHCID 122863-BromopyridineHCID 77922tert-Butyl carbamateHCID 109323213-(Boc-amino)pyridine

Reagents, catalysts & solvents 3

HCID 35138512-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineReagentHCID 178454865HCID 178454865, 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-66aea7fd76b84e9694cc9953f2d331c9
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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