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

HRID 738690Notes

Reaction equation

HRID 738690 reaction equation
Brc1cccnc1.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.CN1CCCN2CCCN=C12.CS(C)=O.Cc1ccno1>Cc1ccc(Nc2cccnc2)cc1

Participants

7

Reactant 2

HCID 7813p-ToluidineHCID 122863-Bromopyridine

Product 1

HCID 6035893-Pyridinamine, N-(4-methylphenyl)-Yield 18.119%

Reagents, catalysts & solvents 4

HCID 798335-MethylisoxazoleReagentHCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneReagentHCID 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-7975c7acc53d489eb5dd79c475ac303d
Source dataset
Ahneman

Reaction notes

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