p-Toluidine → 2-Pyridinamine, N-(4-methylphenyl)-

HRID 740248Notes

Reaction equation

HRID 740248 reaction equation
Cc1ccc(N)cc1.Ic1ccccn1>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.CN(C)C(=NC(C)(C)C)N(C)C.COC(=O)c1cc(-c2ccco2)on1.CS(C)=O>Cc1ccc(Nc2ccccn2)cc1

Participants

7

Reactant 2

HCID 7813p-ToluidineHCID 2211262-Iodopyridine

Product 1

HCID 27864192-Pyridinamine, N-(4-methylphenyl)-Yield 38.855%

Reagents, catalysts & solvents 4

HCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineReagentHCID 5214769methyl 5-(2-furyl)isoxazole-3-carboxylateReagentHCID 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-a558f4861f304fbdb29e98a7d1a7d63c
Source dataset
Ahneman

Reaction notes

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