2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

Base Information

• Chemical Name: 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine
• CAS No.: 116387-35-0
• Molecular Formula: C₂₁H₁₈N₄O₄
• Molecular Weight: 390.398
• Mol file: 116387-35-0.mol

Synonyms:2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

Chemical Property of 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

There total 13 articles about 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine 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: 93.0%

2-(pivaloylamino)-4-hydroxy-6-<<4-(tert-butoxycarbonyl)phenyl>ethynyl>pyrido<2,3-d>pyrimidine (116387-37-2) → 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine (116387-35-0)

Guidance literature:

With hydrogenchloride; In nitromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00276a023

Reference yield: 20.0%

2,2-dimethylpropanoic anhydride (1538-75-6) + 2-amino-4-hydroxy-6-<(4-carbxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine (116387-38-3) → 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine (116387-35-0)

Guidance literature:

Heating;

DOI:10.1021/jo00276a023

Reference yield:

tert-butyl-4-bromobenzoate (59247-47-1) → 2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine (116387-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium acetate, triphenylphosphine, triethylamine / 16 h / 100 °C

2: K₂CO₃ / methanol / 3 h / Ambient temperature

3: 69 percent / triphenylphosphine, triethylamine, palladium chloride, cuprous iodide / acetonitrile / 2.5 h / Heating

4: 93 percent / HCl (gas) / nitromethane / 1 h / Ambient temperature

With hydrogenchloride; copper(l) iodide; palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In methanol; nitromethane; acetonitrile;

DOI:10.1021/jo00276a023

upstream raw materials:

2,2-dimethylpropanoic anhydride

2-amino-4-hydroxy-6-<(4-carbxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

2-(pivaloylamino)-4-hydroxy-6-<<4-(tert-butoxycarbonyl)phenyl>ethynyl>pyrido<2,3-d>pyrimidine

tert-butyl-4-bromobenzoate

Downstream raw materials:

diethyl N-<4-<<2-(pivaloylamino)-4-hydroxy-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl>ethyl>benzoyl>-L-glutamate

(6RS)-5,10-dideaza-5,6,7,8-tetrahydrofolic acid

diethyl N-<4-<<2-(pivaloylamino)-4-hydroxypyrido<2,3-d>pyrimidin-6-yl>ethynyl>benzoyl>-L-glutamate