| Identification | More | [Name]
PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID | [CAS]
25940-35-6 | [Synonyms]
AKOS B001273
ART-CHEM-BB B001273
PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID
TIMTEC-BB SBB006995 | [Molecular Formula]
C7H5N3O2 | [MDL Number]
MFCD01975194 | [Molecular Weight]
163.13 | [MOL File]
25940-35-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
180°C | [density ]
1.58±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
-1.71±0.41(Predicted) | [Appearance]
Yellow to brown Solid | [Water Solubility ]
Soluble in water | [InChI]
InChI=1S/C7H5N3O2/c11-7(12)5-4-9-10-3-1-2-8-6(5)10/h1-4H,(H,11,12) | [InChIKey]
HNYVPKNVKSTVJO-UHFFFAOYSA-N | [SMILES]
C12=C(C(O)=O)C=NN1C=CC=N2 | [CAS DataBase Reference]
25940-35-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
2916399090 |
| Hazard Information | Back Directory | [Uses]
Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, is used as a chemicals, pharmaceutical intermediates, reagents. It is an important raw material and intermediate used in pharmaceuticals, agro based and dye stuff fields. | [Synthesis]
The general procedure for the synthesis of pyrazolo[1,5-a]pyrimidine-3-carboxylic acid from ethyl pyrazolo[1,5-a]pyrimidine-3-carboxylate was as follows: to a mixture of ethyl pyrazolo[1,5-a]pyrimidine-3-carboxylate (3.15 g, 16.4 mmol) in ethanol (50 mL) and water (40 mL) was added an aqueous solution of 2 M potassium hydroxide (40 mL). The reaction mixture was stirred at 50 °C for 2 h, subsequently cooled to room temperature and concentrated under vacuum. The resulting mixture was adjusted to pH=2 with 1 M aqueous hydrochloric acid, at which time a white solid precipitated. The white solid product was collected by filtration to give 2.6 g (97% yield). The product was detected by LC-MS (ESI, negative ion mode), m/z: 162.1 [M-H]-. 1H NMR (600 MHz, DMSO-d6) δ (ppm): 9.26 (dd, J=7.0,1.7 Hz, 1H), 8.80 (dd, J=4.1,1.7 Hz, 1H), 8.58 (s, 1H), 7.26 ( dd, J=7.0,4.1 Hz, 1H). | [References]
[1] Patent: WO2015/73267, 2015, A1. Location in patent: Paragraph 390
[2] Patent: CN104650092, 2017, B. Location in patent: Paragraph 0770-0771; 0776-0777 |
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