4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1005402-99-2
• Molecular Formula: C₂₁H₂₉N₃O₄
• Molecular Weight: 387.479

Synonyms:4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

There total 4 articles about 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester 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%

4-[4-(3-ethoxycarbonyl-2-methyl-propionyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (1005402-98-1) → 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (1005402-99-2)

Guidance literature:

With hydrazine; In isopropyl alcohol; at 90 ℃; for 48h;

Reference yield:

4-(4-propionylphenoxy)-piperidine-1-carboxylic acid tert-butyl ester (1005402-97-0) → 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (1005402-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium diisopropyl amide / tetrahydrofuran / 0 °C

2: hydrazine hydrate / isopropyl alcohol / 110 °C

With hydrazine hydrate; lithium diisopropyl amide; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1016/j.bmcl.2012.01.026

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (1005402-99-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran

2: lithium diisopropyl amide / tetrahydrofuran / 0 °C

3: hydrazine hydrate / isopropyl alcohol / 110 °C

With hydrazine hydrate; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; isopropyl alcohol; 1: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2012.01.026

upstream raw materials:

4-[4-(3-ethoxycarbonyl-2-methyl-propionyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

4-(4-propionylphenoxy)-piperidine-1-carboxylic acid tert-butyl ester

t-butyl 4-hydroxy piperidine-1-carboxylate

4-hydroxypropiophenone

Downstream raw materials:

5-methyl-6-[4-(piperidin-4-yloxy)-phenyl]-4,5-dihydro-2H-pyridazin-3-one

C₂₀H₂₅N₃O₂

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