N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate

Base Information

• Chemical Name: N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate
• CAS No.: 2095432-65-6
• Molecular Formula: C₂HF₃O₂*C₁₇H₁₇F₂N₅O₃S
• Molecular Weight: 523.44

Synonyms:

Chemical Property of N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

(R)-5-Fluoro-N-(4-fluoro-3-(3-imino-2,5-dimethyl-1,1-dioxido-1,2,4-thiadiazinan-5-yl)phenyl)picolinamide2,2,2-trifluoroacetate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate

There total 9 articles about N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate 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: 89.0%

verubecestat tosylate salt + trifluoroacetic acid (76-05-1) → N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate (2095432-65-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.6b00307

Reference yield:

1-(2-fluoro-5-nitrophenyl)ethanone (79110-05-7) → N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate (2095432-65-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 16 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -75 °C / Inert atmosphere

2.2: 1 h / -75 °C / Inert atmosphere

3.1: hydrogenchloride / methanol; dichloromethane; 1,4-dioxane / 1 h / 20 °C

4.1: 1,3-Dimethoxybenzene; trifluoroacetic acid / dichloromethane / 16 h / 20 °C

5.1: butan-1-ol; acetonitrile / 4 h / Reflux

6.1: triethylamine / dichloromethane / 16 h / 20 °C

7.1: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 4 h / 20 °C / 2844.39 Torr / Sealed tube

8.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; pyridine / 1 h / 20 °C

9.1: dichloromethane / 2 h / 20 °C

With pyridine; hydrogenchloride; titanium(IV) tetraethanolate; n-butyllithium; palladium 10% on activated carbon; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; trifluoroacetic acid; 1,3-Dimethoxybenzene; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; acetonitrile; butan-1-ol;

DOI:10.1021/acs.jmedchem.6b00307

Reference yield:

(R)-N-(1-(2-fluoro-5-nitrophenyl)ethylidene)-2-methylpropane-2-sulfinamide (1076160-56-9) → N-[3-[(5R)-3-amino-5,6-dihydro-2,5-dimethyl-1,1-dioxido-2H-1,2,4-thiadiazin-5-yl]-4-fluorophenyl]-5-fluoro-2-pyridinecarboxamide trifluoroacetate (2095432-65-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -75 °C / Inert atmosphere

1.2: 1 h / -75 °C / Inert atmosphere

2.1: hydrogenchloride / methanol; dichloromethane; 1,4-dioxane / 1 h / 20 °C

3.1: 1,3-Dimethoxybenzene; trifluoroacetic acid / dichloromethane / 16 h / 20 °C

4.1: butan-1-ol; acetonitrile / 4 h / Reflux

5.1: triethylamine / dichloromethane / 16 h / 20 °C

6.1: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 4 h / 20 °C / 2844.39 Torr / Sealed tube

7.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; pyridine / 1 h / 20 °C

8.1: dichloromethane / 2 h / 20 °C

With pyridine; hydrogenchloride; n-butyllithium; palladium 10% on activated carbon; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; trifluoroacetic acid; 1,3-Dimethoxybenzene; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; acetonitrile; butan-1-ol;

DOI:10.1021/acs.jmedchem.6b00307

upstream raw materials:

1-(2-fluoro-5-nitrophenyl)ethanone

(R)-N-(1-(2-fluoro-5-nitrophenyl)ethylidene)-2-methylpropane-2-sulfinamide

(R)-2-amino-2-(2-fluoro-5-nitrophenyl)-N-methylpropane-1-sulfonamide

trifluoroacetic acid

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