3-Bromopyridine → Biphenyl

HRID 1286217Notes

Reaction equation

HRID 1286217 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C.CS(=O)(=O)[O][Pd]1(<-[NH2]c2ccccc2-c2cccc[c]21)<-[P](c1ccccc1)(c1ccccc1)c1ccc2ccccc2c1-c1c(P(c2ccccc2)c2ccccc2)ccc2ccccc12.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 33931062,N'3,N'3,N3,N3,N'5,N'5,N5,N5-nonamethyl-2,4,6-triaza-3lambda5,5lambda5-diphosphaocta-3,5-diene-3,3,5,5-tetramineReagentHCID 178505363HCID 178505363, 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-36a58bc178a241c5b12e86c9c94328cc
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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