N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Base Information

Chemical Name:N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide
CAS No.:229005-64-5
Molecular Formula:C₃₂H₃₄N₂O₃
Molecular Weight:494.634
Hs Code.:

Synonyms:N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

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Chemical Property of N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

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Technology Process of N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

There total 16 articles about N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]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: 76.0%

: 229005-63-4
N-(4-((N-(4,4-ethylenedioxycyclohexyl)-N-methyl)aminomethyl)phenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

: 229005-64-5
N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Guidance literature:: With hydrogenchloride; acetic acid; at 100 ℃; for 1.5h;
DOI:10.1021/jm9906264

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 229005-64-5
N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

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

2: 95 percent / aq. NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

3: 86 percent / Fe; AcOH / 20 °C

4: 52 percent / Et₃N / tetrahydrofuran / 20 °C

5: 76 percent / AcOH; 1 N aq. HCl / 1.5 h / 100 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; iron; acetic acid; triethylamine; In tetrahydrofuran; 1,2-dichloro-ethane; 1: reductive amination / 2: reductive amination / 3: Reduction / 4: Acylation / 5: Hydrolysis;
DOI:10.1021/jm9906264

Reference yield:

: 106-41-2
4-bromo-phenol

: 229005-64-5
N-[4-[N-(4-oxycyclohexyl)-N-methylaminomethyl]phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide

Guidance literature:: Multi-step reaction with 11 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: 52 percent / Et₃N / tetrahydrofuran / 20 °C

11: 76 percent / AcOH; 1 N aq. HCl / 1.5 h / 100 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; PPA; oxalyl dichloride; sodium methylate; potassium carbonate; acetic acid; 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 / 11: Hydrolysis;
DOI:10.1021/jm9906264