4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid methyl ester

Base Information

• Chemical Name: 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid methyl ester
• CAS No.: 155405-80-4
• Molecular Formula: C16H16N4O3
• Molecular Weight: 312.328
• Hs Code.: 2933990090
• Mol file: 155405-80-4.mol

Synonyms:Benzoic acid,4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]-, methylester (9CI);1H-Pyrrolo[2,3-d]pyrimidine, benzoic acid deriv.;Methyl 4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoate;4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl] methyl benzoate;

Chemical Property of 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid methyl ester

Chemical Property:

• Vapor Pressure: 1.14E-12mmHg at 25°C
• Melting Point: >220 °C
• Refractive Index: 1.691
• Boiling Point: 562.3 °C at 760 mmHg
• PKA: 11.21±0.20(Predicted)
• Flash Point: 293.9 °C
• PSA: 113.86000
• Density: 1.448 g/cm³
• LogP: 1.98640
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the preparation of Pemetrexed Disodium (P219500) and its derivatives as anticancer agents.

Technology Process of 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid methyl ester

There total 6 articles about 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid methyl ester 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:

2,6-diaminopyrimidin-4-ol (56-06-4) + 4-{3-[(methylsulfonyl)oxy]-4-oxobutyl}benzoic acid methyl ester (157848-19-6) → C16H16N4O3 (155405-80-4)

Guidance literature:

With sodium hydroxide; In water; acetonitrile;

Reference yield:

methyl 4-formylbenzoate (1571-08-0) → C16H16N4O3 (155405-80-4)

Guidance literature:

Multi-step reaction with 6 steps

2: hydrogen / palladium on carbon

3: sodium tetrahydroborate

4: triethylamine / tetrahydrofuran

5: hydrogenchloride; acetic acid

6: sodium hydroxide / acetonitrile; water

With hydrogenchloride; sodium tetrahydroborate; hydrogen; acetic acid; triethylamine; sodium hydroxide; palladium on carbon; In tetrahydrofuran; water; acetonitrile; 1: Aldol Condensation;

Reference yield:

C14H18O6 → C16H16N4O3 (155405-80-4)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen / palladium on carbon

2: sodium tetrahydroborate

3: triethylamine / tetrahydrofuran

4: hydrogenchloride; acetic acid

5: sodium hydroxide / acetonitrile; water

With hydrogenchloride; sodium tetrahydroborate; hydrogen; acetic acid; triethylamine; sodium hydroxide; palladium on carbon; In tetrahydrofuran; water; acetonitrile;

upstream raw materials:

methyl 4-formylbenzoate

2,6-diaminopyrimidin-4-ol

4-{3-[(methylsulfonyl)oxy]-4-oxobutyl}benzoic acid methyl ester

4-{3-[(methylsulfonyl)oxy]-4,4-dimethoxybutyl}benzoic acid methyl ester

Downstream raw materials:

C₁₅H₁₃N₄O₃^(1-)*Na⁽¹⁺⁾

C₁₅H₁₄N₄O₃

C₂₂H₂₅N₅O₆

N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid monosodium salt

Refernces