(S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Base Information

• Chemical Name: (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide
• CAS No.: 1404322-21-9
• Molecular Formula: C₁₈H₁₄FN₅O₂
• Molecular Weight: 351.34
• Mol file: 1404322-21-9.mol

Synonyms:(S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Chemical Property of (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

There total 22 articles about (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide 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: 84.0%

(S)-4-(5-amino-2-fluorophenyl)-4-methyl-4H-1,3-oxazin-2-amine + 5-cyano-pyridine-2-carboxylic acid (53234-55-2) → (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide (1404322-21-9)

Guidance literature:

With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2020.152684

Reference yield: 58.0%

(S)-5-cyano-N-(3-(2-(diallylamino)-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)picolinamide (1404337-52-5) → (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide (1404322-21-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In dichloromethane; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.8b00002

Reference yield:

(S)-N,N-diallyl-4-(5-amino-2-fluorophenyl)-4-methyl-4H-1,3-oxazin-2-amine (1404337-51-4) → (S)-N-(3-(2-amino-4-methyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide (1404322-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 6 h / Inert atmosphere; Reflux

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

C₁₇H₂₀FN₃O*C₂HF₃O₂

(S)-2-(2-fluoro-5-nitrophenyl)-4,4-dimethoxybutan-2-amine

C₁₃H₁₅FN₂O₅

C₁₉H₂₆FN₃O₅