5H-Pyrrolo[2,3-d]pyrimidin-6(7H)-one

Base Information

• Chemical Name: 5H-Pyrrolo[2,3-d]pyrimidin-6(7H)-one
• CAS No.: 5817-96-9
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.125
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10573639
• Nikkaji Number: J1.466.783K
• Wikidata: Q82462424
• Mol file: 5817-96-9.mol

Synonyms:5817-96-9;5H-Pyrrolo[2,3-d]pyrimidin-6(7H)-one;5,7-DIHYDROPYRROLO[2,3-D]PYRIMIDIN-6-ONE;5H,6H,7H-PYRROLO[2,3-D]PYRIMIDIN-6-ONE;5,7-DIHYDRO-6H-PYRROLO[2,3-D]PYRIMIDIN-6-ONE;6H-Pyrrolo[2,3-d]pyrimidin-6-one, 5,7-dihydro- (8CI);MFCD09832904;SCHEMBL322055;DTXSID10573639;NCIZQRMMYUHTDP-UHFFFAOYSA-N;AMY33871;AKOS006327063;PB13160;5H,7H-Pyrrolo[2,3-d]pyrimidin-6-one;AS-34072;SY098006;CS-0045889;EN300-7219038

Chemical Property of 5H-Pyrrolo[2,3-d]pyrimidin-6(7H)-one

Chemical Property:

• PSA: 58.37000
• LogP: 0.05630
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 135.043261791
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CN=CN=C2NC1=O

Technology Process of 5H-Pyrrolo[2,3-d]pyrimidin-6(7H)-one

There total 11 articles about 5H-Pyrrolo[2,3-d]pyrimidin-6(7H)-one 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: 91.0%

2-(4-aminopyrimidin-5-yl)acetamide → 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (5817-96-9)

Guidance literature:

In diphenylether; biphenyl; at 260 ℃;

DOI:10.1007/s00706-015-1634-1

Reference yield: 56.0%

(4-aminopyrimidin-5-yl)acetate → 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (5817-96-9)

Guidance literature:

With sodium methylate; In methanol; at 0 - 20 ℃;

DOI:10.1007/s00706-015-1634-1

Reference yield:

2-chloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (335654-08-5) → 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (5817-96-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; under 2585.74 Torr;

DOI:10.1016/S0040-4039(00)02219-X

upstream raw materials:

2-chloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

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

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

2-chloro-5-(2,2-dimethoxy-ethyl)-pyrimidin-4-ylamine

Refernces

• 1、 Cheung, Mui,Harris, Philip A.,Lackey, Karen E. "Synthesis of 2-chloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one". . p. 999 - 1001. Retrieved 2007/10/03.