![](/CAS/GIF/21324-31-2.gif)
3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL synthesis
- Product Name:3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL
- CAS Number:21324-31-2
- Molecular formula:C11H9N5O
- Molecular Weight:227.22
![N4-benzyl-6-chloropyrimidine-4,5-diamine](/CAS/GIF/15948-97-7.gif)
15948-97-7
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![3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL](/CAS/GIF/21324-31-2.gif)
21324-31-2
23 suppliers
$271.00/100mg
Yield:21324-31-2 81%
Reaction Conditions:
with hydrogenchloride;sodium nitrite in tetrahydrofuran;water at 0 - 30;Inert atmosphere;Autoclave;
Steps:
General procedure for diazotization / cyclisation
General procedure: To a stirred solution of amino derivative (1.0 equiv) (obtained from the previous experiments) in THF: water (5: 1, 2 mL 0.502 mmol) was added 2N HCl (3 equiv) followed by NaNO2(1.5 equiv) in H2O (0.5 mL 0.502 mmol) at 0oC. The mixture was stirred for 30 min at 0 C and was allowed to reach room temperature slowly. The stirring was continued for 2-4 h and the progress of the reaction was monitored by TLC. After completion of the reaction the mixture was cooled to 0oC and the pH was adjusted to 8 using the saturated aqueous NaHCO3solution. Then the mixture was extracted with EtOAc (3 times). The combined organic layers were collected, washed with water (2 times) and brine, dried over anhydrous Na2SO4, filtered and concentrated under a reduced pressure. The resultant crude compound was purified by silica gel column chromatography (100-200 mesh) using 5-10 % MeOH-CH2Cl2to afford the desired compounds. (yield: 79- 96 %).
References:
Marepu, Nagaraju;Yeturu, Sunandamma;Pal, Manojit [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 20,p. 3302 - 3306] Location in patent:supporting information
![Benzylamine](/CAS/20180906/GIF/100-46-9.gif)
100-46-9
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$5.00/5G
![3-BENZYL-3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL](/CAS/GIF/21324-31-2.gif)
21324-31-2
23 suppliers
$271.00/100mg