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

Reaction equation

CCc1ccc(Br)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.CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C.CS(C)=O.Fc1cccc(F)c1-c1ccno1>CCc1ccc(Nc2ccc(C)cc2)cc1

Participants

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

additionNo procedure recorded

Sources & evidence

ORD record: ord-c87761bc41464ba29439bcda159ce4ac
Source dataset: Ahneman
DOI: 10.1126/science.aar5169

Reaction notes

Loading…

Participants

Reactant 2

HCID 7813p-Toluidine

HCID 153131-Bromo-4-ethylbenzene

Product 1

HCID 208167124-ethyl-N-(4-methylphenyl)anilineYield 14.762%

Reagents, catalysts & solvents 4

HCID 27747145-(2,6-Difluorophenyl)isoxazoleReagent

HCID 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-tetramineReagent

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

additionNo procedure recorded

Sources & evidence

ORD record: ord-c87761bc41464ba29439bcda159ce4ac
Source dataset: Ahneman
DOI: 10.1126/science.aar5169

Reaction notes

Loading…