7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide

Base Information

• Chemical Name: 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide
• CAS No.: 229005-18-9
• Molecular Formula: C₃₂H₃₆N₂O₄
• Molecular Weight: 512.649
• Mol file: 229005-18-9.mol

Synonyms:7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide

Chemical Property of 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide

There total 13 articles about 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-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: 79.0%

4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]aniline (229007-09-4) + 7-(4-ethoxy-phenyl)-2,3-dihydro-benzo[b]oxepine-4-carbonyl chloride → 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide (229005-18-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm9906264

Reference yield:

oxalyl dichloride (79-37-8) + 4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]aniline (229007-09-4) + 7-(4-ethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid (229007-86-7) → 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide (229005-18-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 7-(4-ethoxyphenyl)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)-aminomethyl]phenyl]-2,3-dihydro-1-benzoxepin-4-carboxamide (229005-18-9)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N; NaBH(OAc)3 / 1,2-dichloro-ethane / 8 h / 20 °C

2: 100 percent / aq. NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

3: 79 percent / Fe; AcOH / 20 °C

4: 79 percent / Et₃N / tetrahydrofuran / 20 °C

With sodium tris(acetoxy)borohydride; iron; acetic acid; triethylamine; In tetrahydrofuran; 1,2-dichloro-ethane; 1: reductive amination / 2: reductive amination / 3: Reduction / 4: Acylation;

DOI:10.1021/jm9906264

upstream raw materials:

4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]aniline

Tetrahydro-4H-pyran-4-one

5-bromo-2-hydroxy-benzoic acid methyl ester

4-nitrobenzylamine hydrochloride