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ChemicalBook CAS DataBase List 6-Chloro-pyridazine-3-carboxylic acid ethyl ester

6-Chloro-pyridazine-3-carboxylic acid ethyl ester synthesis

10synthesis methods
-

Yield: 150 mg (52%)

Reaction Conditions:

with 2-(Dimethylamino)pyridine in ethanol

Steps:

170.C Ethyl 3-chloropyridazine-6-carboxylate
The carboxylic acid (243 mg, 1.53 mmol) was dissolved in ~15 mL of ethanol and treated with 24 mg (0.2 mmol) of dimethylaminopyridine (DMAP) followed by 324 mg (1.69 mmol) 1-(3-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride (EDCl). The reaction was stirred at ambient temperature for 4 hours and then worked up by the procedure described in Example 166A. The crude product was purified by flash chromatography on silica gel to give 150 mg (52%) of the title compound as a white crystalline solid. 1 H NMR (CDCl3, 300 MHz) δ 1.45 (t, 3H), 4.55 (q, 2H), 7.65 (d, 1H), 8.15 (d, 1H). MS (DCl/NH3) m/e 187/189 (M+H)+, 204/206 (M+H+NH3)+.

References:

Abbott Laboratories US5250548, 1993, A

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