6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d₃)pyridazine-3-carboxamide

Base Information

• Chemical Name: 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d₃)pyridazine-3-carboxamide
• CAS No.: 1609392-27-9
• Molecular Formula: C₂₀H₂₂N₈O₃
• Molecular Weight: 425.423

Synonyms:6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d₃)pyridazine-3-carboxamide

Chemical Property of 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d₃)pyridazine-3-carboxamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Deucravacitinib(BMS986165) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: BMS-986165 is a novel oral selective TYK2 inhibitor with a unique mechanism of action that is expected to provide a promising oral option to help patients effectively manage their psoriasis.

Technology Process of 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d₃)pyridazine-3-carboxamide

There total 22 articles about 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d₃)pyridazine-3-carboxamide 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%

2C19H18N7O4(1-)*Zn(2+) + methyl-d3-amine hydrochloride (7436-22-8) → 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (1609392-27-9)

Guidance literature:

With 1-methyl-1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 65 ℃; Large scale;

Reference yield: 83.0%

C19H18N7O4(1-)*0.5Zn(2+) + methyl-d3-amine hydrochloride (7436-22-8) → 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (1609392-27-9)

Guidance literature:

C₁₉H₁₈N₇O₄^(1-)*0.5Zn⁽²⁺⁾; methyl-d3-amine hydrochloride; With 1-methyl-1H-imidazole; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 65 ℃; Large scale;

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 65 ℃; Large scale;

Reference yield: 76.0%

Cyclopropancarbamid (6228-73-5) + 6-chloro-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (1609394-23-1) → 6-(cyclopropanecarboxamido)-4-((2-methoxy-3-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (1609392-27-9)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis(dicyclohexylphosphinocyclopentadienyl)iron; In 1,4-dioxane; water; at 85 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00444

upstream raw materials:

2-hydroxy-3-nitro-benzoic acid methyl ester

2-methoxy-3-nitro-benzoic acid methyl ester

2-methoxy-3-nitrobenzamide

3-(2-methoxy-3-nitrophenyl)-4H-1,2,4-triazole

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