1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene

Base Information

• Chemical Name: 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene
• CAS No.: 870258-17-6
• Molecular Formula: C₁₉H₁₆BrN₃O₄
• Molecular Weight: 430.258

Synonyms:1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene

Chemical Property of 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene

Chemical Property:

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Technology Process of 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene

There total 4 articles about 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene 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: 29.0%

1-chloro-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene (870258-02-9) + 3-Bromophenol (591-20-8) → 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene (870258-17-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1021/jo051419g

Reference yield:

4-chloro-6-(3,4-dimethoxy-phenoxy)-pyrimidin-5-ylamine (870257-96-8) → 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene (870258-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid; MgSO₄ / CH₂Cl₂ / 40 °C

2: K₂CO₃ / dimethylformamide / 65 - 80 °C

With magnesium sulfate; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.07.031

Reference yield:

3,4-dimethoxyphenol (2033-89-8) → 1-(3-bromo-phenoxy)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene (870258-17-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / K₂CO₃ / dimethylformamide / 60 °C

2: 62 percent / trifluoroacetic acid; magnesium sulfate / CH₂Cl₂ / 40 °C

3: 29 percent / K₂CO₃ / dimethylformamide / 80 °C

With magnesium sulfate; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 2: Pictet-Spengler reaction;

DOI:10.1021/jo051419g

upstream raw materials:

1-chloro-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triaza-dibenzo[a,d]cycloheptene

3-Bromophenol

4-chloro-6-(3,4-dimethoxy-phenoxy)-pyrimidin-5-ylamine

3,4-dimethoxyphenol

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