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

Base Information

Chemical Name:(S)-7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide
CAS No.:497849-76-0
Molecular Formula:C₃₇H₃₆F₃N₃O₅
Molecular Weight:659.705
Hs Code.:

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

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

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

There total 6 articles about (S)-7-[4-(2-butoxyethoxy)phenyl]-N-{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: 71.0%

: 279263-05-7
(S)-(4-aminophenyl)(pyridin-2-yl)methanol

: 497851-72-6
7-[4-(2-butoxyethoxy)phenyl]-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

: 497849-76-0
(S)-7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

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;

(S)-(4-aminophenyl)(pyridin-2-yl)methanol; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 19h;
DOI:10.1248/cpb.52.818

Reference yield:

: 279263-05-7
(S)-(4-aminophenyl)(pyridin-2-yl)methanol

: 497851-60-2
7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

: 497849-76-0
(S)-7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Guidance literature:: 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid; With trifluoroacetic anhydride; In acetonitrile; at 0 ℃; for 1h;

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1h;

(S)-(4-aminophenyl)(pyridin-2-yl)methanol; With triethylamine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 20h;

Reference yield:

: 109-04-6
2-bromo-pyridine

: 497849-76-0
(S)-7-[4-(2-butoxyethoxy)phenyl]-N-{4-[hydroxy(pyridin-2-yl)methyl]phenyl}-1-(trifluoroacetyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 34 percent / diethyl ether; hexane; tetrahydrofuran / 3 h / -78 °C

2.1: 95 percent / H₂ / Pd/C / ethanol; ethyl acetate / 20 °C

3.1: hexane; ethanol

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

4.2: 71 percent / Et₃N / dimethylformamide / 19 h / 20 °C

With n-butyllithium; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In diethyl ether; ethanol; hexane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.52.818