ChemicalBook CAS DataBase List 4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester

4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester synthesis

10synthesis methods

Product Name:4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester
CAS Number:1421312-34-6
Molecular formula:C18H15NO4
Molecular Weight:309.32

4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester can be used as analytical standard and reference substance, mainly used in laboratory research and development and chemical and pharmaceutical synthesis. It can be synthesized by methylation of 4-hydroxy-7-phenoxyisoquinoline-3-carboxylic acid methyl ester, FeCl2 and trifluoroacetic acid.

1509958-20-6 Synthesis

1509958-20-6
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4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester

1421312-34-6
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Yield:1421312-34-6 95.23%

Reaction Conditions:

with Pd/C;hydrogen;sodium carbonate in ethyl acetate at 40; under 7500.75 Torr; for 15 h;Pressure;Temperature;

Steps:

1-2 Preparation of compound 4

Add compound 3 (90g, 0.246mol), 500ml ethyl acetate, sodium carbonate (14.52g, 0.132mol), Pd/C (13.5g) into the hydrogenation reactor in sequence, and pressurize the hydrogen to 1.0MPa after nitrogen replacement. The reaction solution was heated to 40°C and reacted for 15 hours. TLC plate detected that the reaction was completed. The reaction solution was filtered and concentrated to obtain 72 g of crude compound 4, with a total yield of 95.23% and an HPLC purity of 99.61%.

References:

CN108017583,2021,B Location in patent:Paragraph 0027; 0034-0036; 0040; 0045-0047

1509958-19-3 Synthesis