2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-⁽¹⁴⁾C)acetic acid

Base Information

• Chemical Name: 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-⁽¹⁴⁾C)acetic acid
• CAS No.: 1313515-97-7
• Molecular Formula: C₁₇H₁₆BrFN₆O₄
• Molecular Weight: 469.243

Synonyms:

Chemical Property of 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-⁽¹⁴⁾C)acetic acid

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Technology Process of 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-⁽¹⁴⁾C)acetic acid

There total 8 articles about 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-⁽¹⁴⁾C)acetic 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:

C18(14)CH20BrFN6O4 → 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-(14)C)acetic acid (1313515-97-7)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 23 ℃; for 3h;

DOI:10.1021/jm200319u

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-(14)C)acetic acid (1313515-97-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran; dichloromethane / -78 - 20 °C

1.2: 24 h / -78 - 20 °C

2.1: potassium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C

3.1: ammonium hydroxide / tetrahydrofuran; methanol / 20 °C

4.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

5.1: sodium azide; pyridine hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 130 °C

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / -78 - 0 °C

6.2: 16 h / 23 °C

7.1: water; sodium hydroxide / tetrahydrofuran; methanol / 3 h / 23 °C

With ammonium hydroxide; sodium azide; di-tert-butyl-diazodicarboxylate; water; pyridine hydrochloride; sodium hydride; potassium hydrogencarbonate; triethylamine; triphenylphosphine; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm200319u

Reference yield:

ethyl 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylate (1313515-96-6) → 2-(5-{3-[4-(2-bromo-5-fluorophenoxv)piperidin-l-yl]isoxazol-5-y1}-2H-tetrazol-2-yl)(2-(14)C)acetic acid (1313515-97-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonium hydroxide / tetrahydrofuran; methanol / 20 °C

2.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

3.1: sodium azide; pyridine hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 130 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / -78 - 0 °C

4.2: 16 h / 23 °C

5.1: water; sodium hydroxide / tetrahydrofuran; methanol / 3 h / 23 °C

With ammonium hydroxide; sodium azide; water; pyridine hydrochloride; sodium hydride; triethylamine; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm200319u

upstream raw materials:

4-(2-bromo-5-fluorophenoxy)piperidine

ethyl 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylate

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylic acid amide

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carbonitrile

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