4-[2-(2-AMino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyriMidin-5-yl)ethyl]benzoic Acid

Base Information

• Chemical Name: 4-[2-(2-AMino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyriMidin-5-yl)ethyl]benzoic Acid
• CAS No.: 193265-47-3
• Molecular Formula: C₁₅H₁₄N₄O₄
• Molecular Weight: 314.301
• Mol file: 193265-47-3.mol

Synonyms:4-[2-(2-Amino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic Acid;

Chemical Property of 4-[2-(2-AMino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyriMidin-5-yl)ethyl]benzoic Acid

Chemical Property:

• Melting Point: >300°C
• PKA: 4.32±0.10(Predicted)
• PSA: 138.17000
• Density: 1.66±0.1 g/cm3(Predicted)
• LogP: 1.43800
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

4-[2-(2-Amino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-[2-(2-AMino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyriMidin-5-yl)ethyl]benzoic Acid is used in the preparation of a Pemetrexed (P219500) metabolite.

Technology Process of 4-[2-(2-AMino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyriMidin-5-yl)ethyl]benzoic Acid

There total 4 articles about 4-[2-(2-AMino-4,5,6,7-tetrahydro-4,6-dioxo-3H-pyrrolo[2,3-d]pyriMidin-5-yl)ethyl]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:

C12H12Br2O3 (1320346-37-9) → 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoic acid (193265-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; acetonitrile / 0.08 h

1.2: Reflux

2.1: sodium hydroxide / 2 h / 0 - 10 °C

With sodium hydroxide; In water; acetonitrile;

DOI:10.1016/j.tetlet.2011.05.141

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoic acid (193265-47-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: copper(l) iodide; diethylamine; triphenylphosphine; palladium dichloride / 4 h / 50 °C

1.2: 3.5 h / 2585.81 Torr

1.3: 1 h / -10 - 0 °C

2.1: hydrogen bromide; bromine; acetic acid / dichloromethane / Reflux

3.1: water; acetonitrile / 0.08 h

3.2: Reflux

4.1: sodium hydroxide / 2 h / 0 - 10 °C

With copper(l) iodide; hydrogen bromide; bromine; acetic acid; diethylamine; triphenylphosphine; sodium hydroxide; palladium dichloride; In dichloromethane; water; acetonitrile;

DOI:10.1016/j.tetlet.2011.05.141

Reference yield:

methyl 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoate (1320346-43-7) → 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoic acid (193265-47-3)

Guidance literature:

With sodium hydroxide; at 0 - 10 ℃; for 2h;

DOI:10.1016/j.tetlet.2011.05.141

upstream raw materials:

C₁₂H₁₂Br₂O₃

methyl 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoate

4-methoxycarbonylphenyl bromide

4-(4-carbomethoxyphenyl)butanal

Downstream raw materials:

2-{4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid

dimethyl 2-{4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioate

Refernces