7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

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Chemical Name:7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide
CAS No.:739355-72-7
Molecular Formula:C₄₁H₅₃N₃O₄
Molecular Weight:651.89
Hs Code.:

7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

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Chemical Property of 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

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Technology Process of 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

There total 21 articles about 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-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:

: 313724-44-6
methyl 7-bromo-2,3-dihydro-1H-benzo[b]azepine-4-carboxylate

: 739355-72-7
7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

2: 100 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

3: 87 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

4: SOCl₂; DMF / tetrahydrofuran / 20 °C

5: Et₃N / tetrahydrofuran / 20 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium triacetoxyborohydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane; toluene; 1: Suzuki coupling;
DOI:10.1248/cpb.52.577

Reference yield:

: 313724-37-7
methyl 7-bromo-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

: 739355-72-7
7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / aq. HCl / ethyl acetate / 0.5 h / 80 °C

2: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

3: 100 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

4: 87 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

5: SOCl₂; DMF / tetrahydrofuran / 20 °C

6: Et₃N / tetrahydrofuran / 20 °C

With hydrogenchloride; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium triacetoxyborohydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; toluene; 2: Suzuki coupling;
DOI:10.1248/cpb.52.577

Reference yield:

: 313724-31-1
methyl 7-bromo-1-(t-butoxycarbonyl)-1,2,3,4-tetrahydro-1-benzazepin-5-one-4-carboxylate

: 739355-72-7
7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1: NaBH₄ / tetrahydrofuran; methanol / 1 h / -15 °C

2: Et₃N / tetrahydrofuran / 14 h / 20 °C

3: 2.53 g / 1,8-diazabicyclo[5,4,0]undec-7-ene / tetrahydrofuran / 0.17 h / Heating

4: 100 percent / aq. HCl / ethyl acetate / 0.5 h / 80 °C

5: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

6: 100 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

7: 87 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

8: SOCl₂; DMF / tetrahydrofuran / 20 °C

9: Et₃N / tetrahydrofuran / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium triacetoxyborohydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; toluene; 5: Suzuki coupling;
DOI:10.1248/cpb.52.577