5H-Pyrrolo(3,2-d)pyrimidin-4-amine, N-(p-methoxyphenyl)-

Base Information

• Chemical Name: 5H-Pyrrolo(3,2-d)pyrimidin-4-amine, N-(p-methoxyphenyl)-
• CAS No.: 84905-69-1
• Molecular Formula: C13H12N4O
• Molecular Weight: 240.264
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00233957
• Wikidata: Q83115642
• Mol file: 84905-69-1.mol

Synonyms:84905-69-1;4-p-Methoxyphenylaminopyrrolo(3,2-d)pyrimidine;5H-Pyrrolo(3,2-d)pyrimidin-4-amine, N-(p-methoxyphenyl)-;N-(p-Methoxyphenyl)-5H-pyrrolo(3,2-d)pyrimidin-4-amine;4-p-methoxyphenylaminopyrrolo[3,2-d]pyrimidine;SCHEMBL4544688;DTXSID00233957;LS-139526;5H-Pyrrolo(3,2-d)pyrimidin-4-amine,N-(p-methoxyphenyl)-;5h-pyrrolo[3,2-d]pyrimidin-4-amine,n-(4-methoxyphenyl)-

Chemical Property of 5H-Pyrrolo(3,2-d)pyrimidin-4-amine, N-(p-methoxyphenyl)-

Chemical Property:

• Vapor Pressure: 2.08E-09mmHg at 25°C
• Boiling Point: 480.9°Cat760mmHg
• Flash Point: 244.7°C
• PSA: 62.83000
• Density: 1.347g/cm³
• LogP: 2.78310
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 240.10111102
• Heavy Atom Count: 18
• Complexity: 268

Purity/Quality:

98% ^*data from raw suppliers

5H-PYRROLO(3,2-D)PYRIMIDIN-4-AMINE, N-(P-METHOXYPHENYL)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=NC=NC3=C2NC=C3

Technology Process of 5H-Pyrrolo(3,2-d)pyrimidin-4-amine, N-(p-methoxyphenyl)-

There total 5 articles about 5H-Pyrrolo(3,2-d)pyrimidin-4-amine, N-(p-methoxyphenyl)- 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: 86.0%

6-ethynyl-N4-(4-methoxyphenyl)pyrimidine-4,5-diamine → N-(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine (84905-69-1)

Guidance literature:

With silver nitrate; In N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1016/j.tetlet.2016.04.077

Reference yield:

6-chloro-N4-(4-methoxyphenyl)pyrimidine-4,5-diamine (17465-98-4) → N-(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine (84905-69-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium iodide; hydrogen iodide / water / 20 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

4: silver nitrate / N,N-dimethyl-formamide / 90 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen iodide; silver nitrate; triethylamine; sodium iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tetlet.2016.04.077

Reference yield:

4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine (84905-69-1)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 80 °C / Acidic conditions

2: sodium iodide; hydrogen iodide / water / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

5: silver nitrate / N,N-dimethyl-formamide / 90 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen iodide; silver nitrate; triethylamine; sodium iodide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; 3: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tetlet.2016.04.077

upstream raw materials:

6-chloro-N₄-(4-methoxyphenyl)pyrimidine-4,5-diamine

4-methoxy-aniline