Pritelivir mesylate

Base Information

• Chemical Name: Pritelivir mesylate
• CAS No.: 1428333-96-3
• Molecular Formula: CH₄O₃S*C₁₈H₁₈N₄O₃S₂
• Molecular Weight: 498.605
• UNII: UQ8YD6U328
• ChEMBL ID: CHEMBL4562772

Synonyms:Pritelivir mesylate;1428333-96-3;Pritelivir (mesylate);Pritelivir methanesulfonate;BAY 57-1293 Methanesulfonate Salt;UQ8YD6U328;UNII-UQ8YD6U328;1428333-96-3 (mseylate);Benzeneacetamide, N-(5-(aminosulfonyl)-4-methyl-2-thiazolyl)-N-methyl-4-(2-pyridinyl)-, methanesulfonate (1:1);N-methyl-N-(4-methyl-5-sulfamoylthiazol-2-yl)-2-(4-(pyridin-2-yl)phenyl)acetamide mesylate;methanesulfonic acid;N-methyl-N-(4-methyl-5-sulfamoyl-1,3-thiazol-2-yl)-2-(4-pyridin-2-ylphenyl)acetamide;Pritelivir mesylate?;AIC316 (mesylate);SCHEMBL4897849;CHEMBL4562772;HY-15303A;AKOS040742447;BP180891;MS-29256;CS-0089227;N-Methyl-N-(4-methyl-5-sulfamoylthiazol-2-yl)-2-(4-(pyridin-2-yl)phenyl)acetamide methanesulfonate

Chemical Property of Pritelivir mesylate

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 498.07014795
• Heavy Atom Count: 32
• Complexity: 709

Purity/Quality:

99%, ^*data from raw suppliers

BAY57-1293MethanesulfonateSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(SC(=N1)N(C)C(=O)CC2=CC=C(C=C2)C3=CC=CC=N3)S(=O)(=O)N.CS(=O)(=O)O

Technology Process of Pritelivir mesylate

There total 5 articles about Pritelivir mesylate 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: 95.0%

methanesulfonic acid (75-75-2,98527-29-8) + N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-N-methyl-2-[4-(2-pyridinyl)-phenyl]acetamide → N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-N-methyl-2-[4-(2-pyridinyl)-phenyl]acetamide mono methanesulfonic acid (1428333-96-3)

Guidance literature:

With water; In ethanol; at 20 - 55 ℃;

Reference yield:

Ethyl 4-bromophenylacetate (14062-25-0) → N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-N-methyl-2-[4-(2-pyridinyl)-phenyl]acetamide mono methanesulfonic acid (1428333-96-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / toluene / 1 - 1.5 h / 90 - 95 °C / Inert atmosphere

1.2: 2 h / 90 - 95 °C / Inert atmosphere

1.3: 10 °C / Inert atmosphere

2.1: water; sodium hydroxide / toluene / 4 h / 55 - 60 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0 - 20 °C

3.2: 7.5 - 8.5 h / 5 - 65 °C

4.1: water / ethanol / 20 - 55 °C

With bis-triphenylphosphine-palladium(II) chloride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; toluene; 1.1: |Suzuki-Miyaura Coupling / 1.2: |Suzuki-Miyaura Coupling / 1.3: |Suzuki-Miyaura Coupling;

Reference yield:

2-chloropyridine (109-09-1) → N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-N-methyl-2-[4-(2-pyridinyl)-phenyl]acetamide mono methanesulfonic acid (1428333-96-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / toluene / 1 - 1.5 h / 90 - 95 °C / Inert atmosphere

1.2: 2 h / 90 - 95 °C / Inert atmosphere

1.3: 10 °C / Inert atmosphere

2.1: water; sodium hydroxide / toluene / 4 h / 55 - 60 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0 - 20 °C

3.2: 7.5 - 8.5 h / 5 - 65 °C

4.1: water / ethanol / 20 - 55 °C

With bis-triphenylphosphine-palladium(II) chloride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; toluene; 1.1: |Suzuki-Miyaura Coupling / 1.2: |Suzuki-Miyaura Coupling / 1.3: |Suzuki-Miyaura Coupling;

upstream raw materials:

2-chloropyridine

(4-Pyridin-2-yl-phenyl)-acetic acid ethyl ester

methanesulfonic acid

Ethyl 4-bromophenylacetate

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