4-Bromoanisole → 4-Methoxy-4'-methyldiphenylamine

HRID 739941Notes

Reaction equation

HRID 739941 reaction equation
COc1ccc(Br)cc1.Cc1ccc(N)cc1>CCOC(=O)c1ccon1.CN1CCCN2CCCN=C12.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>COc1ccc(Nc2ccc(C)cc2)cc1

Participants

7

Reactant 2

HCID 77304-BromoanisoleHCID 7813p-Toluidine

Product 1

HCID 114358284-Methoxy-4'-methyldiphenylamineYield 47.612%

Reagents, catalysts & solvents 4

HCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneReagentHCID 10034712ethyl isoxazole-3-carboxylateReagentHCID 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-15805a9b84704f4189ef2fa6840a63ac
Source dataset
Ahneman

Reaction notes

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