Reaction #824405

ord-e218e7be6794486bae5a636c4f5f6b06

Reaction equation

Cc1ccc(N)cc1
Cc1ccc(N)cc1
CCc1ccc(I)cc1
CCc1ccc(I)cc1
→
CCc1ccc(Nc2ccc(C)cc2)cc1
CCc1ccc(Nc2ccc(C)cc2
Yield 73.7%

Reactants

Cc1ccc(N)cc1
Cc1ccc(N)cc1
CCc1ccc(I)cc1
CCc1ccc(I)cc1

Reagents

CC(C)c1cc(C(C)C)c(-c2ccccc2[P](C2CCCCC2)(C2CCCCC2)->[Pd]2(<-[NH2]c3ccccc3-c3cccc[c]32)[O]S(=O)(=O)C(F)(F)F)c(C(C)C)c1
XPhos
CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C
P2Et

Solvents

CS(C)=O
DMSO
CS(C)=O
DMSO
CS(C)=O
DMSO
CS(C)=O
DMSO
CS(C)=O
DMSO

Conditions

Temperature
60°CELSIUS

Workup

  1. 1
    workup.ADDITION

Procedure

These solutions were added to a 384- well source plate (80 µL per well). The Mosquito HTS liquid handling robot was used to dose each of these solutions (200 nL each) into a 1536-well plate.

Source

DOI: 10.1126/science.aar5169Ahneman