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

Base Information

• Chemical Name: 7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(1-oxidopyridin-2-yl)methyl]-3-(trifluoromethyl)phenyl}-1-isobutyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide
• CAS No.: 497852-73-0
• Molecular Formula: C₄₀H₄₄F₃N₃O₅
• Molecular Weight: 703.802
• Mol file: 497852-73-0.mol

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

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

There total 9 articles about 7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(1-oxidopyridin-2-yl)methyl]-3-(trifluoromethyl)phenyl}-1-isobutyl-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: 87.0%

isobutyraldehyde (78-84-2) + 7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(1-oxidopyridin-2-yl)methyl]-3-(trifluoromethyl)phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497851-51-1) → 7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(1-oxidopyridin-2-yl)methyl]-3-(trifluoromethyl)phenyl}-1-isobutyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497852-73-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1248/cpb.52.818

Reference yield:

4-fluoro-2-trifluoromethylbenzoic acid (141179-72-8) → 7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(1-oxidopyridin-2-yl)methyl]-3-(trifluoromethyl)phenyl}-1-isobutyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497852-73-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: SOCl₂; DMF / tetrahydrofuran / 1 h / 20 °C

2.1: 100 percent / Et₃N / 24 h / 20 °C

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

3.2: 63 percent / diethyl ether; hexane / 1.5 h / 20 °C

4.1: NaN₃ / dimethylsulfoxide / 90 °C

5.1: LiAlH₄ / tetrahydrofuran / 20 °C

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

6.2: 40 percent / Et₃N / dimethylformamide / 20 °C

7.1: 78 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 20 °C

8.1: 94 percent / NaBH₄ / ethanol / 20 °C

9.1: 87 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; sodium azide; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.52.818

Reference yield:

2-trifluoromethyl-4-fluorobenzoyl chloride (189807-21-4) → 7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(1-oxidopyridin-2-yl)methyl]-3-(trifluoromethyl)phenyl}-1-isobutyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide (497852-73-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 100 percent / Et₃N / 24 h / 20 °C

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

2.2: 63 percent / diethyl ether; hexane / 1.5 h / 20 °C

3.1: NaN₃ / dimethylsulfoxide / 90 °C

4.1: LiAlH₄ / tetrahydrofuran / 20 °C

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

5.2: 40 percent / Et₃N / dimethylformamide / 20 °C

6.1: 78 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 20 °C

7.1: 94 percent / NaBH₄ / ethanol / 20 °C

8.1: 87 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sodium azide; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.52.818

upstream raw materials:

isobutyraldehyde

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

4-fluoro-2-trifluoromethylbenzoic acid

2-trifluoromethyl-4-fluorobenzoyl chloride