N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Base Information

Chemical Name:N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide
CAS No.:229005-67-8
Molecular Formula:C₂₉H₃₂N₂O₃
Molecular Weight:456.585
Hs Code.:

Synonyms:N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

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Chemical Property of N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

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Technology Process of N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

There total 14 articles about N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-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: 60.0%

: 229008-39-3
4-((N-3-hydroxypropyl-N-methyl)aminomethyl)-aniline

: 7-p-tolyl-2,3-dihydro-benzo[b]oxepine-4-carbonyl chloride

: 229005-67-8
N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jm9906264

Reference yield:

: 79-37-8
oxalyl dichloride

: 121-44-8
triethylamine

: 229008-39-3
4-((N-3-hydroxypropyl-N-methyl)aminomethyl)-aniline

: 229006-96-6
7-(4-methylphenyl)-2,3-dihydro-1-benzooxepine-4-carboxylic acid

: 229005-67-8
N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Guidance literature:: In tetrahydrofuran; N-methyl-acetamide; dichloromethane; water;

Reference yield:

: 106-41-2
4-bromo-phenol

: 229005-67-8
N-(4-((N-3-hydroxypropyl-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1: K₂CO₃ / dimethylformamide / 20 °C

2: 3 N aq. NaOH / ethanol / 0.5 h / Heating

3: 70 percent / polyphosphoric acid / 12 h / 100 °C

4: 82 percent / tetrakis(triphenylphosphine)palladium; 2 M aq. K₂CO₃ / ethanol; toluene / Heating

5: 80 percent / NaOMe / 8 h / Heating

6: NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / 0 °C

7: 1 N aq. NaOH / methanol; diethyl ether / 0.5 h / 20 °C

8: 76 percent / HCl / bis-(2-methoxy-ethyl) ether / 0.67 h / 100 °C

9: oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 20 °C

10: 60 percent / Et₃N / tetrahydrofuran / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; PPA; oxalyl dichloride; sodium methylate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene; 1: Alkylation / 2: Hydrolysis / 3: intramolecular Friedel-Crafts reaction / 4: Suzuki coupling / 5: methoxycarbonylation / 6: Reduction / 7: Hydrolysis / 8: Dehydration / 9: Chlorination / 10: Acylation;
DOI:10.1021/jm9906264