4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid

Base Information

• Chemical Name: 4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid
• CAS No.: 95674-71-8
• Molecular Formula: C₁₆H₁₂N₄O₃
• Molecular Weight: 308.296
• Mol file: 95674-71-8.mol

Synonyms:4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid

Chemical Property of 4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid

There total 1 articles about 4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid 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: 88.0%

2,4-diamino-6-(4-carboxystyryl)-5-deazapteridine (95674-66-1) → 4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid (95674-71-8)

Guidance literature:

With sodium hydroxide; for 3h; Heating;

DOI:10.1021/jm00145a012

Reference yield: 84.0%

acetic anhydride (108-24-7) + 4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid (95674-71-8) → 2-acetamido-6-<4-(acetoxycarbonyl)styryl>-5-deaza-4-(3H)-pteridinone (95674-72-9)

Guidance literature:

With dmap; at 120 ℃; for 3h;

DOI:10.1021/jm00145a012

Reference yield:

4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoic acid (95674-71-8) → N-(4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]-pyrimidin-6-yl)ethyl]benzoyl)-L-glutamic acid (95693-76-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / 4-(dimethylamino)pyridine / 3 h / 120 °C

2: 77 percent / 1N NaOH / H₂O

3: 1.) N-methylpyrrolidone, N-methylmorpholine, phenyl N-phenylphosphoramidochloridate / 1.) 0 deg C, 30 min, 2.) RT, overnight

4: 18 percent / TFA, H₂ / 5percent Pd/C / 14 h / 2844.3 Torr / Ambient temperature

5: 87 percent / 1N NaOH / methanol / 72 h / Ambient temperature

With 4-methyl-morpholine; 1-methyl-pyrrolidin-2-one; dmap; sodium hydroxide; hydrogen; Phenyl N-phenylphosphoramidochloridate; trifluoroacetic acid; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00145a012

upstream raw materials:

2,4-diamino-6-(4-carboxystyryl)-5-deazapteridine

Downstream raw materials:

2-acetamido-6-<4-(acetoxycarbonyl)styryl>-5-deaza-4-(3H)-pteridinone

cis-diethyl N-<4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoyl>-L-glutamate

trans-diethyl N-<4-<2-(2-amino-1,4-dihydro-4-oxopyrido<2,3-d>pyrimidin-6-yl)ethenyl>benzoyl>-L-glutamate

N-(4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]-pyrimidin-6-yl)ethyl]benzoyl)-L-glutamic acid