3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL

Base Information

• Chemical Name: 3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL
• CAS No.: 21324-31-2
• Molecular Formula: C11H9 N5 O
• Molecular Weight: 227.225
• Hs Code.: 2933990090
• Mol file: 21324-31-2.mol

Synonyms:3H-v-Triazolo[4,5-d]pyrimidin-7-ol,3-benzyl- (6CI,8CI); 7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one,3,4-dihydro-3-(phenylmethyl)- (9CI)

Chemical Property of 3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL

Chemical Property:

• Vapor Pressure: 2.12E-05mmHg at 25°C
• Melting Point: >250oC
• Boiling Point: 361.1 °C at 760 mmHg
• Flash Point: 172.2 °C
• PSA: 76.72000
• Density: 1.5 g/cm³
• LogP: 0.97520

Purity/Quality:

98%min ^*data from raw suppliers

3-Benzyl-3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ol is used as a reactant in the synthesis, biochemical and molecular modeling studies of 2,9-disubstituted-N6-(arylcarbamoyl)-8-azaadenines as new selective A3 adenosine receptor antagonists.

Technology Process of 3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL

There total 9 articles about 3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL 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: 84.0%

4-amino-3-benzyl-1,2,3-triazole-5-carboxamide (4342-08-9) + formic acid ethyl ester (109-94-4) → 3-Benzyl-7-hydroxy-3H-1,2,3-triazolo<4,5-d>pyrimidine (21324-31-2)

Guidance literature:

With sodium ethanolate; In ethanol; at 95 ℃; for 24h;

DOI:10.1016/j.bmc.2021.115993

Reference yield: 81.0%

N4-benzyl-6-chloropyrimidine-4,5-diamine (15948-97-7) → 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ol (21324-31-2)

Guidance literature:

With hydrogenchloride; sodium nitrite; In tetrahydrofuran; water; at 0 - 30 ℃; Inert atmosphere; Autoclave;

DOI:10.1016/j.bmcl.2018.09.021

Reference yield: 73.0%

4-amino-3-benzyl-5-aminoacetyl-triazole + formic acid ethyl ester (109-94-4) → 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ol (21324-31-2)

Guidance literature:

With sodium ethanolate; In ethanol; for 24h; Heating / reflux;

upstream raw materials:

formic acid ethyl ester

benzylamine

N⁴-benzyl-6-chloropyrimidine-4,5-diamine

4-amino-3-benzyl-1,2,3-triazole-5-carboxamide

Downstream raw materials:

3-benzyl-7-chloro-3H-[1,2,3]triazolo[4,5-d]pyrimidine

9-benzyl-8-azaadenine

Refernces

• 1、 Marepu, Nagaraju,Yeturu, Sunandamma,Pal, Manojit. "1,2,3-Triazole fused with pyridine/pyrimidine as new template for antimicrobial agents: Regioselective synthesis and identification of potent N-heteroarenes". . p. 3302 - 3306. Retrieved 2018/09/27.
• 2、 Biagi, Giuliana,Bianucci, Anna Maria,Coi, Alessio,Costa, Barbara,Fabbrini, Laura,Giorgi, Irene,Livi, Oreste,Micco, Iolanda,Pacchini, Federica,Santini, Edoardo,Leonardi, Michele,Nofal, Fatena Ahmad,Salerni, Oreste LeRoy,Scartoni, Valerio. "2,9-Disubstituted-N6-(arylcarbamoyl)-8-azaadenines as new selective A3 adenosine receptor antagonists: Synthesis, biochemical and molecular modelling studies". . p. 4679 - 4693. Retrieved 2007/10/03.