N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea

Base Information

• Chemical Name: N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea
• CAS No.: 852660-57-2
• Molecular Formula: C₂₉H₃₈FN₇O
• Molecular Weight: 519.665
• Mol file: 852660-57-2.mol

Synonyms:N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea

Chemical Property of N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea

There total 16 articles about N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea 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: 37.0%

N-(2RS)-{[(1S,2R)-2-aminocyclohexyl]methyl}-6-fluoro-N-methyl-1,2,3,4-tetrahydronaphthalen-2-amine (852660-59-4) + phenyl 3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenylcarbamate (675122-49-3) → N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea (852660-57-2)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 16h;

Reference yield:

3-bromo-5-nitro-benzoic acid (6307-83-1) → N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea (852660-57-2)

Guidance literature:

Multi-step reaction with 7 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

2: tetrahydrofuran / 16 h / 0 - 20 °C

3: sodium azide; trifluoromethylsulfonic anhydride / acetonitrile / 4 h / 0 - 25 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 2 h / 25 °C / Heating / reflux

5: hydrogen / palladium dihydroxide / methanol / 4 h / 2585.81 Torr

6: 2,6-dimethylpyridine / tetrahydrofuran / 1 h / 0 - 25 °C

7: triethylamine / acetonitrile / 16 h / 20 °C

With 2,6-dimethylpyridine; sodium azide; oxalyl dichloride; trifluoromethylsulfonic anhydride; hydrogen; triethylamine; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

Reference yield:

(1R,2R)-2-(benzyloxycarbonylamino)cyclohexanecarboxaldehyde (275815-60-6) → N-[3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenyl]-N'-((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)urea (852660-57-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / 1,2-dichloro-ethane

1.2: 3.5 h / 20 °C

2.1: sodium cyanoborohydride / acetic acid / water; acetonitrile / 20 °C

3.1: hydrogen / palladium 10% on activated carbon / methanol / 3.5 h / 3604.44 Torr

4.1: triethylamine / acetonitrile / 16 h / 20 °C

With hydrogen; sodium cyanoborohydride; triethylamine; palladium 10% on activated carbon; acetic acid; In methanol; water; 1,2-dichloro-ethane; acetonitrile;

upstream raw materials:

N-(2RS)-{[(1S,2R)-2-aminocyclohexyl]methyl}-6-fluoro-N-methyl-1,2,3,4-tetrahydronaphthalen-2-amine

phenyl 3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)phenylcarbamate

(1R,2R)-2-(benzyloxycarbonylamino)cyclohexanecarboxaldehyde

3-bromo-N-methyl-5-nitrobenzamide