| Identification | Back Directory | [Name]
5-Hydroxypyrazolo[1,5-a]pyrimidine | [CAS]
29274-22-4 | [Synonyms]
4H,5H-pyrazolo
pyrazoloapyrimidinone
Larotrectinib PPO Impurity
Pyrazolo[1,5-a]pyrimidin-5-ol
1H-pyrazolo[1,5-a]pyrimidin-5-one
5-Hydroxypyrazolo[1,5-a]pyrimidine
4H,5H-pyrazolo[1,5-a]pyriMidin-5-one
Pyrazoland [1,5-a] pyrimidine-5 (4H) -ONE
pyrazolo[1,5-a]pyrimidin-5(4H)-one(WXC06578)
Larotrectinib Impurity 6（Larotrectinib PPO Impurity）
5-Hydroxypyrazolo[1,5-a]pyrimidine ISO 9001：2015 REACH | [EINECS(EC#)]
-0 | [Molecular Formula]
C6H5N3O | [MDL Number]
MFCD14581682 | [MOL File]
29274-22-4.mol | [Molecular Weight]
135.12 |
| Chemical Properties | Back Directory | [storage temp. ]
Sealed in dry,Room Temperature | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C6H5N3O/c10-6-2-4-9-5(8-6)1-3-7-9/h1-4H,(H,8,10) | [InChIKey]
LSLIYLLMLAQRIS-UHFFFAOYSA-N | [SMILES]
C12=CC=NN1C=CC(=O)N2 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of pyrazolo[1,5-a]pyrimidin-5-ol from ethyl 3-ethoxyacrylate and 3H-pyrazol-3-amine was as follows: 5-aminopyrazole (5 g, 60 mmol), ethyl 3-ethoxyacrylate (13 g, 90 mmol) and cesium carbonate (29 g, 90 mmol) were mixed in 100 ml of N,N-dimethylformamide. The reaction mixture was stirred at 110 °C overnight. After the reaction was completed, it was cooled to room temperature, diluted with 200 ml of water and then extracted with ether (40 mL x 3). The aqueous phase was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent ratio of dichloromethane: methanol = 10:1) to afford 4H-pyrazolo[1,5-a]pyrimidin-5-one (8 g) in 99% yield. | [References]
[1] Patent: CN104250252, 2017, B. Location in patent: Paragraph 0095; 0097; 0098
[2] Journal of Organic Chemistry, 2007, vol. 72, # 3, p. 1043 - 1046 |
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