3-Bromopyridine → Biphenyl

HRID 1286276Notes

Reaction equation

HRID 1286276 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CS(=O)(=O)[O][Pd]1(<-[NH2]c2ccccc2-c2cccc[c]21)<-[P](c1ccccc1N1CCOCC1)(C12C[C@H]3C[C@@H](C1)C[C@@H](C2)C3)C12C[C@H]3C[C@@H](C1)C[C@@H](C2)C3.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 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneReagentHCID 178505364HCID 178505364, 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-07ebd33e7b184931b31c1e85a8de316b
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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