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ChemicalBook CAS DataBase List Methyl 4,6-dichloropyridazine-3-carboxylate
372118-01-9

Methyl 4,6-dichloropyridazine-3-carboxylate synthesis

3synthesis methods
372118-00-8 Synthesis
Methyl 4,6-dihydroxypyridazine-3-carboxylate

372118-00-8
76 suppliers
$39.00/100mg

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Yield:372118-01-9 72%

Reaction Conditions:

with trichlorophosphate at 95; for 5 h;

Steps:

17.3 4,6-Dichloro-pyridazine-3-carboxylic acid methyl ester
Step 3
4,6-Dichloro-pyridazine-3-carboxylic acid methyl ester
A mixture of 4,6-dihydroxy-pyridazine-3-carboxylic acid methyl ester (10.5 g, 61.7 mmol) and POCl3 (70 mL) was heated to 95° C. for 5 h.
The excess POCl3 was removed under reduced pressure, then the crude residue was added to ice-water (250 mL) and extracted with ethyl acetate (3*100 mL).
The combined extracts were dried then concentrated to give a crude residue which was purified by chromatography (silica, 100-200 mesh, 30% ethyl acetate in hexane) to give 4,6-dichloro-pyridazine-3-carboxylic acid methyl ester (9.2 g, 72%) as an off white solid. LC-MS: 207.0 [M+H]+.

References:

Hoffman-La Roche Inc.;Hermann, Johannes Cornelius;Kennedy-Smith, Joshua;Lucas, Matthew C.;Padilla, Fernando;Soth, Michael US2013/178478, 2013, A1 Location in patent:Paragraph 0301;0302

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