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4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine

4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine Suppliers list
Company Name: ShangHai Movin Pharmaceutical Co., Ltd.  Gold
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4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine manufacturers

4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine Basic information
Uses
Product Name:4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine
Synonyms:4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine;4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine(SALTDATA: FREE);6-Amino-4-chloro-1H-pyrazolo[3,4-d]pyrimidine;6-Amino-4-chloropyrazolo[3,4-d]pyrimidine;1H-Pyrazolo[3,4-d]pyrimidin-6-amine,4-chloro-;o[3,4-d]pyrimidin-6-amine;4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-6-AMINE ISO 9001:2015 REACH;4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine
CAS:100644-65-3
MF:C5H4ClN5
MW:169.57
EINECS:
Product Categories:
Mol File:100644-65-3.mol
4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine Structure
4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine Chemical Properties
Boiling point 282.3±50.0 °C(Predicted)
density 2.09±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka9.35±0.20(Predicted)
AppearanceLight yellow to yellow Solid
InChIInChI=1S/C5H4ClN5/c6-3-2-1-8-11-4(2)10-5(7)9-3/h1H,(H3,7,8,9,10,11)
InChIKeyASKOHPBJRRSUSJ-UHFFFAOYSA-N
SMILESC1(N)=NC(Cl)=C2C=NNC2=N1
Safety Information
RIDADR UN2811
HS Code 2933599590
MSDS Information
4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine Usage And Synthesis
Uses4-Chloro-1H-pyrazolo[3,4-D]pyrimidine-6-amine is a pyrimidine derivative that can be used as a pharmaceutical intermediate.
Synthesis
2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde

5604-46-6

4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-6-AMINE

100644-65-3

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
Tag:4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine(100644-65-3) Related Product Information
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