1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide

Base Information

• Chemical Name: 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide
• CAS No.: 1312815-93-2
• Molecular Formula: C₂₆H₂₉Cl₂N₃O₃
• Molecular Weight: 502.441

Synonyms:1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide

Chemical Property of 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

PF-4693627 ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide

There total 9 articles about 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide 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:

5-chloro-2-mercaptobenzoxazole (22876-19-3) → 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide (1312815-93-2)

Guidance literature:

Multi-step reaction with 6 steps

1: chlorine / chloroform / 20 °C / Cooling with ice

2: triethylamine / dichloromethane / 20 °C

3: bromine; acetic acid / 1 h / 20 °C

4: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 80 °C

5: sodium hydroxide; water / methanol

6: triethylamine / N,N-dimethyl-formamide / 0.25 h

With water; bromine; chlorine; caesium carbonate; acetic acid; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; N,N-dimethyl-formamide;

Reference yield:

[(1S,3S)-3-aminocyclohexyl]methanol (1202411-97-9) + 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]piperidine-4-carboxylic acid (1312815-96-5) → 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide (1312815-93-2)

Guidance literature:

[(1S,3S)-3-aminocyclohexyl]methanol; 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]piperidine-4-carboxylic acid; With triethylamine; In N,N-dimethyl-formamide; for 0.25h;

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide;

Reference yield:

ethyl 1-(5-chloro-1,3-benzoxazol-2-yl)piperidine-4-carboxylate (1193386-52-5) → 1-[5-chloro-6-(4-chlorophenyl)-1,3-benzoxazol-2-yl]-N-[(1S,3S)-3-(hydroxymethyl)cyclohexyl]piperidine-4-carboxamide (1312815-93-2)

Guidance literature:

Multi-step reaction with 4 steps

1: bromine; acetic acid / 1 h / 20 °C

2: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 80 °C

3: sodium hydroxide; water / methanol

4: triethylamine / N,N-dimethyl-formamide / 0.25 h

With water; bromine; caesium carbonate; acetic acid; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

upstream raw materials:

3-monochlorophenol

2-hydroxy-5-chloro-aniline

2,5-dichloro-1,3-benzoxazole

p-chloro-o-nitrophenol

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