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ChemicalBook CAS DataBase List 5-(4-PYRIDYL)-1,3-OXAZOLE
70380-75-5

5-(4-PYRIDYL)-1,3-OXAZOLE synthesis

3synthesis methods
-

Yield:70380-75-5 99%

Reaction Conditions:

with Ambersep 900(OH) ion exchange resin in methanol;1,2-dimethoxyethane; for 2 h;Reflux;

Steps:

2.1.1. Preparation of heterocycle-5-oxazole 6

General procedure: A stirred mixture of heterocycle-carboxaldehyde 5(1.0 mmol) and p-toluene-sulfonylmethyl isocyanide (TosMIC)(1.1 mmol, 0.21 g) in 1:1 DME/MeOH (15 mL, both anhydrous) wasrefluxed with Ambersep 900(OH) ion exchange resin (2.0 g, exchangecapacity 1.18 meq/mL) for 2 h. The reaction mixture wasfiltered, the resin was washed by MeOH twice (2 5 mL), and thecombined filtrates were concentrated under reduced pressure togive the crude product, which was purified by column chromatography on silica gel (eluent: petroleum ether/acetone 4:1) to afford the pure compound 6.

References:

Zhang, Ming-Zhi;Jia, Chen-Yang;Gu, Yu-Cheng;Mulholland, Nick;Turner, Sarah;Beattie, David;Zhang, Wei-Hua;Yang, Guang-Fu;Clough, John [European Journal of Medicinal Chemistry,2017,vol. 126,p. 669 - 674]

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