(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride

Base Information

• Chemical Name: (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride
• CAS No.: 1195787-61-1
• Molecular Formula: C₃₁H₃₁F₇N₄O₂*ClH
• Molecular Weight: 661.063
• Mol file: 1195787-61-1.mol

Synonyms:(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride

Chemical Property of (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride

There total 9 articles about (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide 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: 91.0%

(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide (1195787-60-0) → (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride (1195787-61-1)

Guidance literature:

With hydrogenchloride; In diethyl ether;

Reference yield:

(2R)-2-amino-2-methylpent-4-ynoic acid (403519-98-2) → (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride (1195787-61-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: thionyl chloride / 17.5 h / 2 - 40 °C

2.1: potassium carbonate / 1,4-dioxane; water / 0.5 h / 20 °C

2.2: 17 h / 40 °C / Inert atmosphere

3.1: copper(l) iodide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine / bis-triphenylphosphine-palladium(II) chloride / Reflux

3.2: Heating

4.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere; Reflux

4.2: 0.25 h

5.1: silver trifluoromethanesulfonate / dichloromethane; acetonitrile / 24 h / Reflux

6.1: ammonia / methanol / 120 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 20 °C

7.2: 0 °C

7.3: pH 12

8.1: hydrogenchloride / diethyl ether

With hydrogenchloride; copper(l) iodide; thionyl chloride; ammonia; silver trifluoromethanesulfonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; acetonitrile;

Reference yield:

methyl (R)-2-((tert-butoxycarbonyl)amino)-2-methylpent-4-ynoate (1195787-93-9) → (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride (1195787-61-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: copper(l) iodide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine / bis-triphenylphosphine-palladium(II) chloride / Reflux

1.2: Heating

2.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere; Reflux

2.2: 0.25 h

3.1: silver trifluoromethanesulfonate / dichloromethane; acetonitrile / 24 h / Reflux

4.1: ammonia / methanol / 120 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 20 °C

5.2: 0 °C

5.3: pH 12

6.1: hydrogenchloride / diethyl ether

With hydrogenchloride; copper(l) iodide; ammonia; silver trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In methanol; diethyl ether; dichloromethane; acetonitrile;

upstream raw materials:

(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide

methyl (5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinate

(2R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-pyridin-2-yl]-2-methyl-3,4-dihydro-2H-pyrrole-2-carboxamide

(2R)-2-amino-2-methylpent-4-ynoic acid