N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride

Base Information

• Chemical Name: N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride
• CAS No.: 1109230-59-2
• Molecular Formula: C₄₄H₄₅F₅N₄O₃*ClH
• Molecular Weight: 809.319
• Mol file: 1109230-59-2.mol

Synonyms:N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride

Chemical Property of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride

There total 11 articles about N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride 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:

N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide (1109230-56-9) → N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride (1109230-59-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃;

Reference yield:

4-heptanone (123-19-3) → N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride (1109230-59-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 4.17 h / 0 - 20 °C / Inert atmosphere

3.1: dmap; trifluoromethylsulfonic anhydride / dichloromethane / 20.75 h / 0 - 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 20 h / 70 °C

5.1: hydrogen / palladium / methanol / 2.33 h / 25 °C / 1500.15 Torr

6.1: n-Butyl nitrite / acetonitrile / 0.42 h / 0 °C

6.2: 4 h / 20 °C

7.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.07 h / 150 °C / Microwave irradiation; Inert atmosphere

8.1: water; sodium hydroxide / 1,4-dioxane / 0.5 h / 60 °C

9.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C

10.1: hydrogenchloride / diethyl ether / 20 °C

With hydrogenchloride; dmap; 1-hydroxy-7-aza-benzotriazole; n-Butyl nitrite; trifluoromethylsulfonic anhydride; water; hydrogen; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

N-[2-(2-bromophenyl)ethyl]heptan-4-amine (1109229-81-3) → N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride (1109230-59-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: triethylamine / tetrahydrofuran / 4.17 h / 0 - 20 °C / Inert atmosphere

2.1: dmap; trifluoromethylsulfonic anhydride / dichloromethane / 20.75 h / 0 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 20 h / 70 °C

4.1: hydrogen / palladium / methanol / 2.33 h / 25 °C / 1500.15 Torr

5.1: n-Butyl nitrite / acetonitrile / 0.42 h / 0 °C

5.2: 4 h / 20 °C

6.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.07 h / 150 °C / Microwave irradiation; Inert atmosphere

7.1: water; sodium hydroxide / 1,4-dioxane / 0.5 h / 60 °C

8.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C

9.1: hydrogenchloride / diethyl ether / 20 °C

With hydrogenchloride; dmap; 1-hydroxy-7-aza-benzotriazole; n-Butyl nitrite; trifluoromethylsulfonic anhydride; water; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-7-(3-cyanophenyl)-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide

4-heptanone

N-[2-(2-bromophenyl)ethyl]heptan-4-amine

5-bromo-2-(1-propylbutyl)-3,4-dihydroisoquinolin-1(2H)-one