7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Base Information

• Chemical Name: 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide
• CAS No.: 497854-62-3
• Molecular Formula: C₃₇H₃₅ClF₃N₃O₅
• Molecular Weight: 694.15
• Mol file: 497854-62-3.mol

Synonyms:7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Chemical Property of 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

There total 6 articles about 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-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: 31.0%

(4-amino-2-chlorophenyl)(pyridin-2-yl)methanol (497854-61-2) + 7-[4-(2-butoxyethoxy)phenyl]-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid (497851-72-6) → 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497854-62-3)

Guidance literature:

7-[4-(2-butoxyethoxy)phenyl]-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

(4-amino-2-chlorophenyl)(pyridin-2-yl)methanol; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1248/cpb.52.818

Reference yield:

2-chloro-4-nitrobenzaldehyde (5568-33-2) → 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497854-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BuLi / diethyl ether; hexane / 1 h / -78 °C

1.2: 30 percent / diethyl ether; hexane; tetrahydrofuran / -78 °C

2.1: 24 percent / Na₂S₂O₄ / tetrahydrofuran; ethanol; H₂O / 0.5 h / 20 °C

3.1: benzotriazol-1-ol; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / dimethylformamide / 1.5 h / 20 °C

3.2: 31 percent / Et₃N / dimethylformamide / 20 °C

With n-butyllithium; sodium dithionite; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.52.818

Reference yield:

(2-chloro-4-nitrophenyl)methanol (52301-88-9) → 7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497854-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 12.1 g / MnO₂ / acetone / 20 °C

2.1: BuLi / diethyl ether; hexane / 1 h / -78 °C

2.2: 30 percent / diethyl ether; hexane; tetrahydrofuran / -78 °C

3.1: 24 percent / Na₂S₂O₄ / tetrahydrofuran; ethanol; H₂O / 0.5 h / 20 °C

4.1: benzotriazol-1-ol; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / dimethylformamide / 1.5 h / 20 °C

4.2: 31 percent / Et₃N / dimethylformamide / 20 °C

With manganese(IV) oxide; n-butyllithium; sodium dithionite; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1248/cpb.52.818

upstream raw materials:

(4-amino-2-chlorophenyl)(pyridin-2-yl)methanol

7-[4-(2-butoxyethoxy)phenyl]-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

2-chloro-4-nitrobenzaldehyde

(2-chloro-4-nitrophenyl)methanol

Downstream raw materials:

7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(1-oxidopyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

7-[4-(2-butoxyethoxy)phenyl]-N-{3-chloro-4-[hydroxy(1-oxidopyridin-2-yl)methyl]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxamide