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ChemicalBook >> CAS DataBase List >>Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Structure
Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate structure
CAS No.
926663-00-5
Chemical Name:
Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate
Synonyms
ethyl 5-oxo-4H-pyrazolo[1,5-a]pyrimidine-3-carboxylate;ethyl 5-oxo-4H,5H-pyrazolo[1,5-a]pyrimidine-3-carboxylate;Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate;5-Oxo-1,5-dihydro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester;Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 4,5-dihydro-5-oxo-, ethyl ester
CBNumber:
CB42471279
Molecular Formula:
C9H9N3O3
Molecular Weight:
207.19
MDL Number:
MFCD12407818
MOL File:
926663-00-5.mol
MSDS File:
SDS
Last updated:2026-05-28 01:29:14
Request For Quotation

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Properties

Boiling point 339.6±42.0 °C(Predicted)
Density 1.47±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka 10.81±0.20(Predicted)
Appearance White to off-white Solid
InChI InChI=1S/C9H9N3O3/c1-2-15-9(14)6-5-10-12-4-3-7(13)11-8(6)12/h3-5H,2H2,1H3,(H,11,13)
InChIKey PCKVUOAPCLMZJI-UHFFFAOYSA-N
SMILES C12=C(C(OCC)=O)C=NN1C=CC(=O)N2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501
HazardClass  IRRITANT

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 054362 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 926663-00-5 500.00mg $166 2026-05-18 Buy
Matrix Scientific 054362 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 926663-00-5 1.00g $255 2026-05-18 Buy
Synthonix E14173 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 95+% 926663-00-5 1g $30 2026-05-06 Buy
Synthonix E14173 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 95+% 926663-00-5 5g $40 2026-05-06 Buy
Synthonix E14173 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 95+% 926663-00-5 10g $70 2026-05-06 Buy
Product number Packaging Price Buy
054362 500.00mg $166 Buy
054362 1.00g $255 Buy
E14173 1g $30 Buy
E14173 5g $40 Buy
E14173 10g $70 Buy

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Chemical Properties, Uses, Production

Description

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate is a heterocyclic organic compound, appearing as a solid, known as an important intermediate in synthesizing biologically active pyrazolopyrimidines, often used in anticancer research for creating kinase inhibitors.

Uses

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate is mainly used in organic synthesis and drug development.

Synthesis

Ethyl 3-amino-1H-pyrazole-4-carboxylate (25.0 g, 161 mmol) was mixed with ethyl (E)-3-ethoxyacrylate (35.8 mL, 242 mmol) in N,N-dimethylformamide (DMF, 537 mL). Cesium carbonate (78.7 g, 242 mmol) was added to the mixture, and the reaction system was then heated to 110 °C for 15 hours. After the reaction was complete, the mixture was cooled to room temperature and the pH was adjusted to 4 with acetic acid (HOAc). The precipitate was collected by filtration and washed with water and ethyl acetate (Chemicalbook EtOAc) to give ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate as a fluffy white solid. Additional product was recovered by aqueous workup. The filtrate was concentrated to remove DMF, diluted with EtOAc (500 mL), and washed with deionized water. The precipitate in the EtOAc layer was filtered and washed with water and EtOAc to obtain additional product. All solid products were combined and dried in vacuo to obtain 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester (33.3 g, yield 100%). 3-Amino-1H-pyrazole-4-carboxylic acid ethyl ester (25.0 g, 161 mmol) and (E)-3-ethoxyacrylate ethyl ester (35.8 mL, 242 mmol) were mixed in N,N-dimethylformamide (DMF, 537 mL). Cesium carbonate (78.7 g, 242 mmol) was added to the mixture, and the reaction system was then heated to 110 ° C for 15 hours. After the reaction was completed, the mixture was cooled to room temperature and the pH was adjusted to 4 with acetic acid (HOAc). The precipitate was collected by filtration and washed with water and ethyl acetate (Chemicalbook EtOAc) to give ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate as a fluffy white solid. Additional product can be recovered by aqueous post-treatment. The filtrate was concentrated to remove DMF, diluted with EtOAc (500 mL), and washed with deionized water. The precipitate in the EtOAc layer was filtered and washed with water and EtOAc to give additional product. All solid products were combined and dried in vacuo to finally obtain ethyl 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylate (33.3 g, 100% yield).

References

[1] Patent: WO2011/6074, 2011, A1. Location in patent: Page/Page column 70

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Preparation Products And Raw materials

Raw materials

Ethyl 3-ethoxyacrylate Ethyl trans-3-ethoxyacrylate, 98 Ethyl 3-amino-4-pyrazolecarboxylate Ethyl 5-aMino-1H-pyrazole-4-carboxylate Cesium carbonate
Acetic acid N,N-Dimethylformamide

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Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Suppliers

Global Suppliers ( 121)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Shanghai AmasPharm Co., Ltd. 021-54540637 18621091017 sales@amaspharm.com China 787 62
ZhengZhou HuaWen Chemical Co.Ltd 0370-2785118 17550508557 675141927@qq.com China 3201 55
Shanghai Jian Chao Chemical Technology Co., Ltd. 150-2103-5486 18017383231 983544897@qq.com China 9335 55
SYN|thesis med chem P/L +86-021-50720296 service@synkinase.com China 266 58
CEG Chemical Science&Technology Co., Ltd. Mobile:13665161512 China 1784 58
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Shanghai AQBioPharma Co., Ltd. 13661411401 yinglv.que@aqbiopharma.com.cn China 2976 58
ShangHai Yuchuan Pharmaceutical Technology Co., Ltd. 02161555100 China 820 58
Shanghai Tombiopharma Chemical Co. Ltd. 13391076197 tombiopharma@163.com China 4986 55
Supplier Advantage
J & K SCIENTIFIC LTD. 76
Shanghai AmasPharm Co., Ltd. 62
ZhengZhou HuaWen Chemical Co.Ltd 55
Shanghai Jian Chao Chemical Technology Co., Ltd. 55
SYN|thesis med chem P/L 58
CEG Chemical Science&Technology Co., Ltd. 58
Bide Pharmatech Ltd. 60
Shanghai AQBioPharma Co., Ltd. 58
ShangHai Yuchuan Pharmaceutical Technology Co., Ltd. 58
Shanghai Tombiopharma Chemical Co. Ltd. 55

View Latest Price from Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate pictures 2025-04-04 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate
926663-00-5
 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate pictures 2019-12-23 Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate
926663-00-5
 $1.00 1KG 99% 100KG Career Henan Chemical Co

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Spectrum

Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate(926663-00-5)1HNMR

926663-00-5 (Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate) Related Search:

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ethyl 5-oxo-4H,5H-pyrazolo[1,5-a]pyrimidine-3-carboxylate Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 5-Oxo-1,5-dihydro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 4,5-dihydro-5-oxo-, ethyl ester ethyl 5-oxo-4H-pyrazolo[1,5-a]pyrimidine-3-carboxylate 926663-00-5 92666-30-5