3-Bromopyridine → Biphenyl

HRID 1286258Notes

Reaction equation

HRID 1286258 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CC(C)Oc1cccc(OC(C)C)c1-c1ccccc1[P](C1CCCCC1)(C1CCCCC1)->[Pd]1([Cl])<-[NH2]c2ccccc2-c2cccc[c]21.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 178458463HCID 178458463, 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-0be2047de9684f619b4dc3ab1081b1a9
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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