2-[1-(3-Fluoro-phenyl)-cyclohexylamino]-pyrimidine-5-carboxylic acid hydroxyamide

Base Information

• Chemical Name: 2-[1-(3-Fluoro-phenyl)-cyclohexylamino]-pyrimidine-5-carboxylic acid hydroxyamide
• CAS No.: 1375466-18-4
• Molecular Formula: C₁₇H₁₉FN₄O₂
• Molecular Weight: 330.362
• Mol file: 1375466-18-4.mol

Synonyms:

Chemical Property of 2-[1-(3-Fluoro-phenyl)-cyclohexylamino]-pyrimidine-5-carboxylic acid hydroxyamide

Chemical Property:

• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

ACY-775 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: ACY-775 is a novel histone deacetylase 6-selective (HDAC6) inhibitor with antidepressant and pro-cognitive properties. ACY-775 inhibits HDAC6 with low nanomolar potency and a selectivity of 60- to 1500-fold over class I HDACs.

Technology Process of 2-[1-(3-Fluoro-phenyl)-cyclohexylamino]-pyrimidine-5-carboxylic acid hydroxyamide

There total 7 articles about 2-[1-(3-Fluoro-phenyl)-cyclohexylamino]-pyrimidine-5-carboxylic acid hydroxyamide 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: 73.0%

ethyl 2-(1-(3-fluorophenyl)cyclohexylamino)pyrimidine-5-carboxylate → 2-((1-(3-fluorophenyl)cyclohexyl)amino)-N-hydroxypyrimidine-5-carboxamide (1375466-18-4)

Guidance literature:

With hydroxylamine; sodium hydroxide; In methanol; dichloromethane; water; at 0 ℃; for 4h;

Reference yield:

1,5-dibromo-pentane (111-24-0) → 2-((1-(3-fluorophenyl)cyclohexyl)amino)-N-hydroxypyrimidine-5-carboxamide (1375466-18-4)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 50 °C

2: polyphosphoric acid / 6 h / 110 °C

3: sodium hydroxide; sodium hypochlorite / butan-1-ol / 0 - 20 °C

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 110 - 120 °C

5: sodium hydroxide; hydroxylamine / water; methanol; dichloromethane / 4 h / 0 °C

With sodium hypochlorite; hydroxylamine; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; butan-1-ol;

Reference yield:

1-(3-fluorophenyl)cyclohexanecarbonitrile (214262-91-6) → 2-((1-(3-fluorophenyl)cyclohexyl)amino)-N-hydroxypyrimidine-5-carboxamide (1375466-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1: polyphosphoric acid / 6 h / 110 °C

2: sodium hydroxide; sodium hypochlorite / butan-1-ol / 0 - 20 °C

3: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 110 - 120 °C

4: sodium hydroxide; hydroxylamine / water; methanol; dichloromethane / 4 h / 0 °C

With sodium hypochlorite; hydroxylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; butan-1-ol;

upstream raw materials:

1,5-dibromo-pentane

1-(3-fluorophenyl)cyclohexanecarbonitrile

3-fluorophenylacetonitrile

1-(3-fluorophenyl)cyclohexanamine