p-Toluidine → 4-ethyl-N-(4-methylphenyl)aniline

HRID 737281Notes

Reaction equation

HRID 737281 reaction equation
CCc1ccc(Cl)cc1.Cc1ccc(N)cc1>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.CN(C)C(=NC(C)(C)C)N(C)C.CS(C)=O.c1ccc(-c2ccno2)cc1>CCc1ccc(Nc2ccc(C)cc2)cc1

Participants

7

Reactant 2

HCID 7813p-ToluidineHCID 693301-Chloro-4-ethylbenzene

Product 1

HCID 208167124-ethyl-N-(4-methylphenyl)anilineYield 2.846%

Reagents, catalysts & solvents 4

HCID 136800Isoxazole, 5-phenyl-ReagentHCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineReagentHCID 178439018HCID 178439018, compoundCatalystHCID 679Dimethyl SulfoxideSolvent5×

Conditions

Temperature
60 °C

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.

Workup

  1. additionNo procedure recorded

Sources & evidence

ORD record
ord-7d230f23f3054df7bdc2e57c3d295452
Source dataset
Ahneman

Reaction notes

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