3-Bromopyridine → Biphenyl

HRID 1286302Notes

Reaction equation

HRID 1286302 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>C1CCC2=NCCCN2CC1.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>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 811841,8-Diazabicyclo(5.4.0)undec-7-eneReagentHCID 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-042798ddf4ee4a9b82990fc392eae587
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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