2-Chloro-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 335654-06-3
• Molecular Formula: C6H4ClN3
• Molecular Weight: 153.571
• Hs Code.: 29339900
• European Community (EC) Number: 687-897-8
• DSSTox Substance ID: DTXSID00420729
• Nikkaji Number: J1.466.776H
• Mol file: 335654-06-3.mol

Synonyms:2-Chloro-7H-pyrrolo[2,3-d]pyrimidine;335654-06-3;MFCD07787392;2-Chloro-1H-pyrrolo[2,3-d]pyrimidine;1H-Pyrrolo[2,3-d]pyrimidine, 2-chloro-;7H-Pyrrolo[2,3-d]pyrimidine, 2-chloro-;SCHEMBL167083;DTXSID00420729;HJOQGBBHVRYTDX-UHFFFAOYSA-N;2-chloropyrrolo[2,3-d]pyrimidine;BCP26397;CS-M3681;BBL103303;STL557113;AKOS005259681;AKOS028109459;PS-6057;2-chloro-7H-pyrrolo-[2,3-d]pyrimidine;AC-24734;SY009624;A5976;AM20090512;FT-0648541;A15755;EN300-116588;2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, AldrichCPR;J-508991;2-CHLORO-7H-PYRROLO[2 pound not3-D]PYRIMIDINE;Z1198175094

Chemical Property of 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

• Refractive Index: 1.72
• Boiling Point: 318.271 °C at 760 mmHg
• PKA: 11.18±0.50(Predicted)
• Flash Point: 146.285 °C
• PSA: 41.57000
• Density: 1.61 g/cm³
• LogP: 1.61130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.0093748
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=NC(=NC=C21)Cl
• Uses: An intermediate pyrrolo-pyrimidine compound, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine can be used in the preparation of tyrosine kinase inhibitors, particularly oral signal transducers and activators of transcription 6 (STAT6) inhibitors. An intermediate pyrrolo-pyrimidine compound used in the preparation of tyrosine kinase inhibitors, particularly oral signal transducers and activators of transcription 6 (STAT6) inhibitors.

Technology Process of 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine

There total 2 articles about 2-Chloro-7H-pyrrolo[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: 96.0%

2-chloro-5-(2-ethoxyvinyl)pyrimidin-4-amine (335654-05-2) → 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (335654-06-3)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; for 2h; Heating;

DOI:10.1016/j.bmcl.2006.01.053

Reference yield: 81.0%

2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (90213-66-4) → 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (335654-06-3)

Guidance literature:

With acetic acid; zinc; In methanol; at 70 ℃; for 15h;

Reference yield: 99.0%

1-bromomethyl-3,5-difluoro-benzene (141776-91-2) + 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (335654-06-3) → 2-chloro-7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidine (909562-68-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 60 ℃; for 2h;

DOI:10.1016/j.bmc.2009.08.021

upstream raw materials:

2-chloro-5-(2-ethoxyvinyl)pyrimidin-4-amine

2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

5,5-dibromo-2-chloro-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one

2-chloro-7-pyridin-2-yl-7H-pyrrolo[2,3-d]pyrimidine