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N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine

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N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine Basic information

Product Name:
N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine
Synonyms:
  • N-(2-chloropyriMidin-4-yl)-2,3-diMethyl-2H- indazol-6-aMine
  • 2H-Indazol-6-aMine, N-(2-chloro-4-pyriMidinyl)-2,3-diMethyl-
  • N-(2-chloro-4-pyriMidinyl)-2,3-diMethyl-2H-indazol-6-aMine
  • N-(2-chloropyrimidin-4-yl)-2,3-dimethylindazol-6-amine
  • 2H-indazol-6aMine,2,3-diMethyl.HCl(1:1)
  • 6-[N-(2-chloropyriMidin-4-yl)aMino]-2,3-diMethyl-2H-indazole
  • Pazopanib Impurity 20
  • BNKY007-PZ01
CAS:
444731-74-2
MF:
C13H12ClN5
MW:
273.72
EINECS:
810-051-8
Mol File:
444731-74-2.mol
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N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine Chemical Properties

Melting point:
>216oC (dec.)
Boiling point:
550.0±35.0 °C(Predicted)
Density 
1.41±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, Refrigerator, under inert atmosphere
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
2.56±0.30(Predicted)
color 
Pale Orange to Light Brown
Stability:
Hygroscopic
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N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine Usage And Synthesis

Uses

N-(2-Chloro-4-pyrimidinyl)-2,3-dimethyl-2H-indazol-6-amine (N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine) is an impurity of Pazopanib (P210925), an oral angiogenesis inhibitor targeting VEGFR and PDGFR.

Application

N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine is a valuable organic compound that could be used to synthesize N-(2-chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, N- (2-chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, and others.

Synthesis

2,3-dimethyl-6-amino-2H- indazole 5.00g,2,4-Dichloropyrimidine 13.9g and sodium bicarbonate 10.4g were dissolved in 100mL absolute ethanol and heated to 79°C.After refluxing for 4 h, cool to room temperature and filter. The cake was washed well with ethyl acetate, and the filtrate was collected. Concentrate under reduced pressure, remove the solvent, and fully beat with ethyl acetate and filter to give an off-white solid. Recrystallization from methanol gave 7.64 g of product N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine as a white solid, yield: 90.0%.

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