3-Bromopyridine → Biphenyl

HRID 1286225Notes

Reaction equation

HRID 1286225 reaction equation
Brc1cccnc1.CC(C)(C)OC(N)=O>CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c1cccc2[P](c1ccccc1)(c1ccccc1)->[Pd]1([Cl])<-[NH2]c2ccccc2-c2cccc[c]21.CN1CCCN2CCCN=C12.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 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneReagentHCID 178421999HCID 178421999, 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-d5b7dc31c62d4607998bf021f9742a97
Source dataset
HTE Pd-catalyzed cross-coupling screen
Original link
View source

Reaction notes

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