RDEA-594 sodiuM

Base Information

• Chemical Name: RDEA-594 sodiuM
• CAS No.: 1151516-14-1
• Molecular Formula: C17H13BrN3O2S.Na
• Molecular Weight: 426.269
• Mol file: 1151516-14-1.mol

Synonyms:Lesinurad sodiuM;RDEA-594 sodiuM;Acetic acid, 2-[[5-bromo-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, sodium salt (1:1);sodium 2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetate;Acetic acid, 2-((5-bromo-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl)thio)-, sodium salt;Sodium 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3- yl)sulfanyl)acetate

Chemical Property of RDEA-594 sodiuM

Chemical Property:

• PSA: 96.14000
• LogP: 2.90240

Purity/Quality:

97% ^*data from raw suppliers

Lesinuradsodium >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of RDEA-594 sodiuM

There total 2 articles about RDEA-594 sodiuM 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:

1-cyclopropyl-naphthalene (25033-19-6) → 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid sodium salt (1151516-14-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium nitrite / 2.5 h / 0 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C

4.2: 60 h / 50 °C

5.1: potassium carbonate / 24.08 h / 20 °C

6.1: sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; Bromoform; dichloro-acetic acid / 3 h / 20 °C

7.1: water; lithium hydroxide / ethanol; tetrahydrofuran / 0.83 h / 0 °C

7.2: 0 °C / pH 7

8.1: sodium hydroxide / ethanol; water / 0.25 h / 10 °C

With dichloro-acetic acid; Bromoform; N-benzyl-N,N,N-triethylammonium chloride; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; sodium nitrite; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-yl)thio)acetic acid methyl ester (1533519-85-5) → 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid sodium salt (1151516-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / tetrahydrofuran / 27 - 32 °C / Large scale

2: sodium hydroxide / toluene; water / 18 - 25 °C / Large scale

With N-Bromosuccinimide; sodium hydroxide; In tetrahydrofuran; water; toluene;

Reference yield: 76.0%

2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid sodium salt (1151516-14-1) → 2-{[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid (878672-00-5)

Guidance literature:

With hydrogen bromide; In water; pH=4 - 5;

upstream raw materials:

1-cyclopropyl-naphthalene

2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-yl)thio)acetic acid methyl ester

Downstream raw materials:

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

(S)-2-((5-bromo-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl)thio)-acetic acid

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