p-Toluidine → 4-methyl-N-(4-(trifluoromethyl)phenyl)aniline

HRID 739233Notes

Reaction equation

HRID 739233 reaction equation
Cc1ccc(N)cc1.FC(F)(F)c1ccc(Br)cc1>CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C.COc1ccc(OC)c([P](C23CC4CC(CC(C4)C2)C3)(C23CC4CC(CC(C4)C2)C3)->[Pd]2(<-[NH2]c3ccccc3-c3cccc[c]32)[O]S(=O)(=O)C(F)(F)F)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.CS(C)=O.c1ccc2nocc2c1>Cc1ccc(Nc2ccc(C(F)(F)F)cc2)cc1

Participants

7

Reactant 2

HCID 7813p-ToluidineHCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-

Product 1

HCID 187127994-methyl-N-(4-(trifluoromethyl)phenyl)anilineYield 5.105%

Reagents, catalysts & solvents 4

HCID 67498AnthranilReagentHCID 33931062,N'3,N'3,N3,N3,N'5,N'5,N5,N5-nonamethyl-2,4,6-triaza-3lambda5,5lambda5-diphosphaocta-3,5-diene-3,3,5,5-tetramineReagentHCID 178492609HCID 178492609, 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-9348c720ef0747e489d9f50d66597fae
Source dataset
Ahneman

Reaction notes

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