| Identification | Back Directory | [Name]
4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-6-AMINE | [CAS]
100644-65-3 | [Synonyms]
o[3,4-d]pyrimidin-6-amine
6-Amino-4-chloropyrazolo[3,4-d]pyrimidine
4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-6-AMINE
1H-Pyrazolo[3,4-d]pyrimidin-6-amine,4-chloro-
6-Amino-4-chloro-1H-pyrazolo[3,4-d]pyrimidine
4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine
4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine(SALTDATA: FREE)
4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-6-AMINE ISO 9001：2015 REACH | [Molecular Formula]
C5H4ClN5 | [MDL Number]
MFCD08059805 | [MOL File]
100644-65-3.mol | [Molecular Weight]
169.57 |
| Chemical Properties | Back Directory | [Boiling point ]
282.3±50.0 °C(Predicted) | [density ]
2.09±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
9.35±0.20(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C5H4ClN5/c6-3-2-1-8-11-4(2)10-5(7)9-3/h1H,(H3,7,8,9,10,11) | [InChIKey]
ASKOHPBJRRSUSJ-UHFFFAOYSA-N | [SMILES]
C1(N)=NC(Cl)=C2C=NNC2=N1 |
| Hazard Information | Back Directory | [Synthesis]
GENERAL STEPS: A mixture of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (1.92 g, 10 mmol) and triethylamine (1.59 mL, 11.5 mmol) was added to a solvent mixture of THF (40 mL) and H2O (4 mL) at room temperature. Subsequently, hydrazine (64%, 486 μL, 10 mmol) was added slowly and dropwise. The reaction mixture was stirred continuously for 4 h at room temperature. Upon completion of the reaction, the volatiles were removed by distillation under reduced pressure. The residue was precipitated with water, and the resulting precipitate was washed with water and dried under vacuum to afford the target product 4-chloro-1H-pyrazolo[3,4-D]pyrimidin-6-amine (1.8 g, quantitatively) as a yellow solid.13C NMR (DMSO-d6, 75 MHz) δ: 161.5 (C-2), 157.5 (C-4), 153.2 (C-7a), 132.7 (C-5), 105.8 (C-4a).MS (m/z): 170 [M + H]+. | [References]
[1] Patent: WO2014/96423, 2014, A1. Location in patent: Page/Page column 50
[2] Patent: CN103804447, 2016, B. Location in patent: Paragraph 0076; 0082; 0083; 0084
[3] Synlett, 2011, # 13, p. 1900 - 1904
[4] Patent: WO2012/135084, 2012, A1. Location in patent: Page/Page column 17
[5] Patent: US2012/202785, 2012, A1. Location in patent: Page/Page column 262 |
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