1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid

Base Information

• Chemical Name: 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid
• CAS No.: 1094246-05-5
• Molecular Formula: C₁₀H₇ClFN₃O₂
• Molecular Weight: 255.636

Synonyms:1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid

Chemical Property of 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid

Chemical Property:

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Technology Process of 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid

There total 4 articles about 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 53.0%

methyl 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate → 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid (1094246-05-5)

Guidance literature:

methyl 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate; With sodium hydroxide; In methanol; water; at 80 ℃;

With hydrogenchloride; In methanol; water;

DOI:10.1021/acs.jmedchem.9b01768

Reference yield:

1-azido-3-chloro-2-fluorobenzene (1152597-56-2) + acetoacetic acid methyl ester (105-45-3) → 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid (1094246-05-5)

Guidance literature:

1-azido-3-chloro-2-fluorobenzene; acetoacetic acid methyl ester; With sodium methylate; In methanol; at 65 ℃; Sealed tube;

With sodium hydroxide; In tetrahydrofuran; methanol; at 0 - 50 ℃; for 2h;

Reference yield:

3-chloro-2-fluoroaniline (2106-04-9) → 1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid (1094246-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium nitrite; trifluoroacetic acid / water / 0 - 5 °C

1.2: 20 °C / Cooling

2.1: sodium methylate / methanol / 65 °C / Sealed tube

2.2: 2 h / 0 - 50 °C

With sodium methylate; trifluoroacetic acid; sodium nitrite; In methanol; water;

upstream raw materials:

1-azido-3-chloro-2-fluorobenzene

acetoacetic acid methyl ester

3-chloro-2-fluoroaniline

Downstream raw materials:

2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate

1-(3-chloro-2-fluorophenyl)-N-[(10R,14S)-5-{[(1Z)-(cyanoimino)(phenoxy)methyl]amino}-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-14-yl]-5-methyl-1H-1,2,3-triazole-4-carboxamide

1-(3-chloro-2-fluorophenyl)-N-[(10R,14S)-5-isothiocyanato-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaene-14-yl]-5-methyl-1H-1,2,3-triazole-4-carboxamide

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