5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
![5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid Structure](CAS/GIF/90349-23-8.gif)
- CAS No.
- 90349-23-8
- Chemical Name:
- 5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
- Synonyms
- 133800;5677-29-2;SBB006994;ALINDA 7268;AKOS B001272;BAS 16984927;MLS000715307;SMR000275286;AKOS BBS-00002689;VITAS-BB TBB005266
- CBNumber:
- CB7443598
- Molecular Formula:
- C9H9N3O2
- Molecular Weight:
- 191.19
- MDL Number:
- MFCD01051014
- MOL File:
- 90349-23-8.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319 |
| Precautionary statements | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 |
| Hazard Codes | Xi,Xn |
| Risk Statements | 22 |
| HazardClass | IRRITANT |
| HS Code | 2933998090 |
5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Synthonix | D51731 | 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid 98% | 90349-23-8 | 100mg | $39 | 2026-05-06 | Buy |
| Synthonix | D51731 | 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid 98% | 90349-23-8 | 250mg | $43 | 2026-05-06 | Buy |
| Synthonix | D51731 | 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid 98% | 90349-23-8 | 1g | $45 | 2026-05-06 | Buy |
| Synthonix | D51731 | 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid 98% | 90349-23-8 | 5g | $100 | 2026-05-06 | Buy |
| Synthonix | D51731 | 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid 98% | 90349-23-8 | 10g | $200 | 2026-05-06 | Buy |
5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid Chemical Properties,Uses,Production
Uses
5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic Acid is used as a reactant in the synthetic preparation of noninhibitory small molecule chaperones of glucocerebrosidase.
Synthesis
![ethyl 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylate](/CAS/GIF/52664-01-4.gif)
52664-01-4
![5,7-DIMETHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID](/CAS/GIF/90349-23-8.gif)
90349-23-8
General procedure for the synthesis of 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid from ethyl 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylate: to a solution of 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylate (2.2g, 10.0mmol) in methanol (15mL), was added an aqueous sodium hydroxide solution (5.67 mL, 7.2 M) and the reaction mixture was heated to reflux at 80 °C for 5 hours. After the reaction was completed, it was cooled to room temperature and neutralized with 2M hydrochloric acid. After neutralization, a white solid precipitated from the solution, which was collected by filtration, washed sequentially with water and ether, and dried in vacuum to afford 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid as a white solid (1.3 g, 68% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.21 (s, 1H), 6.84 (s, 1H), 2.65 (s, 3H), 2.53 (s, 3H). Electrospray mass spectrometry (ES-MS) showed m/z 192.00 ([M+H]+).
References
[1] Monatshefte fur Chemie, 2016, vol. 147, # 12, p. 2221 - 2234
[2] Patent: WO2016/73895, 2016, A1. Location in patent: Paragraph 00220
[3] Patent: WO2012/78855, 2012, A1. Location in patent: Page/Page column 17
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 12, p. 5734 - 5748
[5] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 1, p. 214 - 225
5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
5,7-Dimethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid Suppliers
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