3-Bromopyridine → Biphenyl

HRID 1286294Notes

Reaction equation

HRID 1286294 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.COc1ccc(OC)c([P](C(C)(C)C)(C(C)(C)C)->[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 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneReagentHCID 178492619HCID 178492619, 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-53631db8f6244330b7f878d9a0fec273
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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