2-Aminopyridine → HCID 68648365, compound

HRID 1161759Notes

Reaction equation

HRID 1161759 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C1CCC(N=C=NC2CCCCC2)CC1.[CH3:23][C:24]1[CH:28]=[C:27]([CH2:29][C:30](O)=[O:31])[O:26][N:25]=1>C1COCC1>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:30](=[O:31])[CH2:29][C:27]1[O:26][N:25]=[C:24]([CH3:23])[CH:28]=1

Participants

5

Reactant 3

HCID 104392-AminopyridineHCID 10868DicyclohexylcarbodiimideHCID 41955322-(3-Methyl-1,2-oxazol-5-yl)acetic acid

Product 1

HCID 68648365HCID 68648365, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

General method for synthesis of N-pyridyl-3-methylisoxazoleacetamides: The desired aminopyridine (0.94 g, 10 mmol) was dissolved in 20 mL of THF at 0° C. and treated with DCC (2.06 g, 10 mmol), followed with a solution of 3-methyl-5-isoxazole acetic acid (1.41 g, 10 mmol) in 10 mL of THF. After stirring at rt overnight the solvent was removed in vacuo and the residue was purified by chromatography (10% MeOH/CH2Cl2), affording the desired N-pyridyl-3-methyl-5-isoxazoleacetamide.

Workup

  1. customwas removed in vacuo
  2. customthe residue was purified by chromatography (10% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-a686b9c6b404438ca8a90ccf01b54c31
Source dataset
uspto-grants-2010_10
Patent number
US07820663B2

Reaction notes

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