p-Toluidine → 3-Pyridinamine, N-(4-methylphenyl)-

HRID 739185Notes

Reaction equation

HRID 739185 reaction equation
Brc1cccnc1.Cc1ccc(N)cc1>CN1CCCN2CCCN=C12.COC(=O)c1ccno1.COc1ccc(OC)c([P](C(C)(C)C)(C(C)(C)C)->[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>Cc1ccc(Nc2cccnc2)cc1

Participants

7

Reactant 2

HCID 7813p-ToluidineHCID 122863-Bromopyridine

Product 1

HCID 6035893-Pyridinamine, N-(4-methylphenyl)-Yield 45.525%

Reagents, catalysts & solvents 4

HCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneReagentHCID 2736892Methyl isoxazole-5-carboxylateReagentHCID 178492620HCID 178492620, 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-851fa5fb0f9c4dc195ba8522ab1b7f0c
Source dataset
Ahneman

Reaction notes

Loading…