2,4-dichloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine

Base Information

• Chemical Name: 2,4-dichloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine
• CAS No.: 237435-80-2
• Molecular Formula: C12H7Cl2N3
• Molecular Weight: 264.114
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40441832
• Wikidata: Q82258799
• Mol file: 237435-80-2.mol

Synonyms:2,4-dichloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine;237435-80-2;A4954;SCHEMBL5776765;SCHEMBL5776767;DTXSID40441832;AKOS015850414;BB 0256799;FT-0682585

Chemical Property of 2,4-dichloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine

Chemical Property:

• Boiling Point: 433.8±27.0 °C(Predicted)
• PKA: 10.46±0.40(Predicted)
• PSA: 41.57000
• Density: 1.487±0.06 g/cm3(Predicted)
• LogP: 3.93170
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 263.0017026
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

97% ^*data from raw suppliers

2,4-Dichloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=C(N2)C(=NC(=N3)Cl)Cl

Technology Process of 2,4-dichloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine

There total 4 articles about 2,4-dichloro-6-phenyl-5H-pyrrolo[3,2-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: 40.0%

6-phenylpyrrolo[3,2-d]pyrimidine-2,4-diol (34771-39-6) → 2,4-dichloro-6-phenylpyrrolo[3,2-d]pyrimidine (237435-80-2)

Guidance literature:

With trichlorophosphate; at 120 ℃; for 60h;

DOI:10.1021/jm000269t

Reference yield:

Benzoylacetonitrile (614-16-4) → 2,4-dichloro-6-phenylpyrrolo[3,2-d]pyrimidine (237435-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 57 percent / Et₃N / CH₂Cl₂ / 23 h / 0 - 22 °C

2.1: NaOEt / ethanol / 2 h / 20 °C

3.1: aq. AcOH / 15 h / 20 °C

3.2: 77 percent / 6percent aq. NaOH / 2 h / Heating

4.1: 40 percent / POCl₃ / 60 h / 120 °C

With sodium ethanolate; acetic acid; triethylamine; trichlorophosphate; In ethanol; dichloromethane;

DOI:10.1021/jm000269t

Reference yield:

2-cyano-1-phenylvinyl-4-methylbenzenesulfonate (237435-26-6) → 2,4-dichloro-6-phenylpyrrolo[3,2-d]pyrimidine (237435-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaOEt / ethanol / 2 h / 20 °C

2.1: aq. AcOH / 15 h / 20 °C

2.2: 77 percent / 6percent aq. NaOH / 2 h / Heating

3.1: 40 percent / POCl₃ / 60 h / 120 °C

With sodium ethanolate; acetic acid; trichlorophosphate; In ethanol;

DOI:10.1021/jm000269t

upstream raw materials:

6-phenylpyrrolo[3,2-d]pyrimidine-2,4-diol

Benzoylacetonitrile

ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate

2-cyano-1-phenylvinyl-4-methylbenzenesulfonate

Downstream raw materials:

2-chloro-6-phenyl-4-piperidylpyrrolo[3,2-d]pyrimidine