lesinurad int

Base Information

• Chemical Name: lesinurad int
• CAS No.: 1533519-85-5
• Molecular Formula: C18H17N3O2S
• Molecular Weight: 339.418
• Mol file: 1533519-85-5.mol

Synonyms:lesinurad int;Methyl 2-[[4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]thio]acetate;Acetic acid, 2-[[4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester;2-[[4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester;Lesinurad Impurity 9;Methyl 2-[[4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]thio]acetate(for Lesinurad)

Chemical Property of lesinurad int

Chemical Property:

• Boiling Point: 546.4±60.0 °C(Predicted)
• PKA: 0.56±0.10(Predicted)
• PSA: 82.31000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 3.56300
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99.00% ^*data from raw suppliers

Methyl2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of lesinurad int

There total 21 articles about lesinurad int 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: 99.5%

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol (1533519-84-4) + bromoacetic acid methyl ester (96-32-2) → 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-yl)thio)acetic acid methyl ester (1533519-85-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 3h;

Reference yield: 93.8%

1-bromo-4-cyclopropylnaphthalene (127971-24-8) + methyl 2-(4H-1,2,4-triazole-3-mercapto)acetate (24127-59-1) → 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-yl)thio)acetic acid methyl ester (1533519-85-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 2.5h; Temperature; Reagent/catalyst;

Reference yield: 90.0%

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol (1533519-84-4) → 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-yl)thio)acetic acid methyl ester (1533519-85-5)

Guidance literature:

With potassium phosphate; In water; acetone; at 40 ℃; for 6h;

upstream raw materials:

1-amino-4-cyclopropylnaphthalene

1-Bromonaphthalene

1-cyclopropyl-naphthalene

1-cyclopropyl-4-nitronaphthalene

Downstream raw materials:

2-{[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid

2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid sodium salt

(-)-2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid

(+)-2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid

Refernces

• 1、 Li, Yaoqi,Sun, Zhihua. "Synthesis of lesinurad via a multicomponent reaction with isocyanides and disulfides". supporting information. . Retrieved 2020/07/21.
• 2、 -. "Resolving method of medicine lesinurad axial chiral enantiomer". Paragraph 0079; 0080; 0081; 0082; 0083. . Retrieved 2017/09/08.