(2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride

Base Information

• Chemical Name: (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride
• CAS No.: 1169846-35-8
• Molecular Formula: C₂₄H₂₇ClN₄O₆S*ClH
• Molecular Weight: 571.482
• Mol file: 1169846-35-8.mol

Synonyms:(2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride

Chemical Property of (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride

There total 9 articles about (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-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: 100.0%

(2S,4R)-tert-butyl 4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-2-(((1R,2S)-1-((cyclopropylsulfonyl)-carbamoyl)-2-vinylcyclopropyl)carbamoyl)pyrrolidine-1-carboxylate (1028252-17-6) → (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride (1169846-35-8)

Guidance literature:

With hydrogenchloride; In methanol; for 2h; Reflux; Inert atmosphere;

DOI:10.1021/jm500297k

Reference yield:

p-chlorocinnamic acid (1615-02-7,940-62-5) → (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride (1169846-35-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: diphenyl phosphoryl azide; triethylamine / benzene / 2 h / Inert atmosphere

2.1: Diphenylmethane / 3.5 h / 90 °C / Inert atmosphere

3.1: N-Bromosuccinimide / acetonitrile / 3.5 h / Reflux; Inert atmosphere

4.1: trichlorophosphate / 5 h / Reflux; Inert atmosphere

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / 65 °C / Inert atmosphere

5.2: 0.75 h / 65 °C / Inert atmosphere

5.3: 0.5 h / -60 - -40 °C

6.1: diazomethyl-trimethyl-silane / hexane; acetonitrile / 14 h / 0 - 20 °C / Inert atmosphere

7.1: potassium tert-butylate / dimethyl sulfoxide / 3.5 h / 10 - 20 °C / Sonication; Inert atmosphere

8.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / Inert atmosphere

9.1: hydrogenchloride / methanol / 2 h / Reflux; Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; diphenyl phosphoryl azide; potassium tert-butylate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; trichlorophosphate; diazomethyl-trimethyl-silane; In tetrahydrofuran; methanol; hexane; dichloromethane; Diphenylmethane; dimethyl sulfoxide; acetonitrile; benzene;

DOI:10.1021/jm500297k

Reference yield:

4-chlorocinnamoyl azide → (2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)pyrrolidine-2-carboxamide hydrochloride (1169846-35-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: Diphenylmethane / 3.5 h / 90 °C / Inert atmosphere

2.1: N-Bromosuccinimide / acetonitrile / 3.5 h / Reflux; Inert atmosphere

3.1: trichlorophosphate / 5 h / Reflux; Inert atmosphere

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / 65 °C / Inert atmosphere

4.2: 0.75 h / 65 °C / Inert atmosphere

4.3: 0.5 h / -60 - -40 °C

5.1: diazomethyl-trimethyl-silane / hexane; acetonitrile / 14 h / 0 - 20 °C / Inert atmosphere

6.1: potassium tert-butylate / dimethyl sulfoxide / 3.5 h / 10 - 20 °C / Sonication; Inert atmosphere

7.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / Inert atmosphere

8.1: hydrogenchloride / methanol / 2 h / Reflux; Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; trichlorophosphate; diazomethyl-trimethyl-silane; In tetrahydrofuran; methanol; hexane; dichloromethane; Diphenylmethane; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jm500297k

upstream raw materials:

(2S,4R)-tert-butyl 4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-2-(((1R,2S)-1-((cyclopropylsulfonyl)-carbamoyl)-2-vinylcyclopropyl)carbamoyl)pyrrolidine-1-carboxylate

(2S,4R)-1-(tert-butoxycarbonyl)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)pyrrolidine-2-carboxylic acid

p-chlorocinnamic acid

7-chloroisoquinolin-1-ol

Downstream raw materials:

tert-butyl ((S)-1-((2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-2-(((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate