3-Bromopyridine → Biphenyl

HRID 1286301Notes

Reaction equation

HRID 1286301 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.COc1ccc(C)c(-c2c(C(C)C)cc(C(C)C)cc2C(C)C)c1[P](C(C)(C)C)(C(C)(C)C)->[Pd]1(<-[NH2]c2ccccc2-c2cccc[c]21)[O]S(C)(=O)=O.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 178489984HCID 178489984, 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-13feaf89392140a3805c719ca1bba4b0
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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