N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine

Base Information

• Chemical Name: N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine
• CAS No.: 196611-36-6
• Molecular Formula: C₁₈H₂₈ClN₃O
• Molecular Weight: 337.893

Synonyms:N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine

Chemical Property of N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine

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Technology Process of N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine

There total 2 articles about N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine 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: 56.0%

granatan-3-one (552-70-5) + N1-(5-Chloro-2-methoxy-phenyl)-ethane-1,2-diamine (1071163-01-3) → N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine (196611-36-6)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; Heating; pH 6;

DOI:10.1021/jm970060o

Reference yield:

5-chloro-2-methoxyaniline (95-03-4) → N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine (196611-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 16 h / Heating

2: 56 percent / NaBH₃CN, AcOH / methanol / Heating; pH 6

With sodium cyanoborohydride; acetic acid; In methanol; toluene;

DOI:10.1021/jm970060o

Reference yield: 86.0%

4-Nitrophenyl chloroformate (7693-46-1) + N-(5-Chloro-2-methoxy-phenyl)-N'-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-ethane-1,2-diamine (196611-36-6) → [2-(5-Chloro-2-methoxy-phenylamino)-ethyl]-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-carbamic acid 4-nitro-phenyl ester

Guidance literature:

With TEA; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jm970060o

upstream raw materials:

granatan-3-one

N¹-(5-Chloro-2-methoxy-phenyl)-ethane-1,2-diamine

5-chloro-2-methoxyaniline

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