7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 173458-82-7
• Molecular Formula: C25H18ClN3
• Molecular Weight: 395.88400
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10377472
• Wikidata: Q82166701
• Mol file: 173458-82-7.mol

Synonyms:173458-82-7;7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine;7-Benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo-[2,3-d]pyrimidine;7-benzyl-4-chloro-5,6-diphenylpyrrolo[2,3-d]pyrimidine;7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-5,6-diphenyl-7-(phenylmethyl)-;SCHEMBL8088060;DTXSID10377472;YGA45882;MFCD01935936;AKOS005071224;9L-352S;J-519087

Chemical Property of 7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

• Melting Point: 190-192°C
• PSA: 30.71000
• LogP: 6.46700
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 395.1189253
• Heavy Atom Count: 29
• Complexity: 510

Purity/Quality:

98%min ^*data from raw suppliers

7-Benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo-[2,3-d]pyrimidine >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=C(C3=C2N=CN=C3Cl)C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of 7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine

There total 4 articles about 7-benzyl-4-chloro-5,6-diphenyl-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: 46.0%

7-benzyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol (173458-79-2) → 7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine (173458-82-7)

Guidance literature:

With trichlorophosphate; for 3h; Inert atmosphere; Reflux;

DOI:10.1002/cmdc.200900339

Reference yield:

(1-benzyl-3-cyano-4,5-diphenyl-1H-pyrrol-2-yl)carbonohydrazonoyl dicyanide (55817-67-9) → 7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine (173458-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 h / 110 °C

2: POCl₃ / 2.5 h / Heating

With trichlorophosphate;

DOI:10.1021/jm960118j

Reference yield:

7-benzyl-5,6-diphenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (173458-79-2) → 7-benzyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine (173458-82-7)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1111/j.1747-0285.2012.01440.x

upstream raw materials:

7-benzyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol

(1-benzyl-3-cyano-4,5-diphenyl-1H-pyrrol-2-yl)carbonohydrazonoyl dicyanide

7-benzyl-5,6-diphenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

formic acid

Downstream raw materials:

7-benzyl-5,6-diphenyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidine-4-thione

4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine

Refernces

• 1、 Hussein, Waleed M.,Fatahala, Samar S.,Mohamed, Zainab M.,Mcgeary, Ross P.,Schenk, Gerhard,Ollis, David L.,Mohamed, Mosaad S.. "Synthesis and Kinetic Testing of Tetrahydropyrimidine-2-thione and Pyrrole Derivatives as Inhibitors of the Metallo-β-lactamase from Klebsiella pneumonia and Pseudomonas aeruginosa". . p. 500 - 515. Retrieved 2012/11/07.
• 2、 Traxler, Peter M.,Furet, Pascal,Mett, Helmut,Buchdunger, Elisabeth,Meyer, Thomas,Lydon, Nicholas. "4-(Phenylamino)pyrrolopyrimidines: Potent and selective, ATP site directed inhibitors of the EGF-receptor protein tyrosine kinase". . p. 2285 - 2292. Retrieved 2007/10/03.