444731-74-2

  • Product Name:N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine
  • Molecular Formula:C13H12 Cl N5
  • Purity:99%
  • Molecular Weight:273.725
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Product Details

Chinese Factory Supply Hot Sale N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine 444731-74-2 In Stock

  • Molecular Formula:C13H12 Cl N5
  • Molecular Weight:273.725
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:>216oC (dec.) 
  • Boiling Point:549.991oC at 760 mmHg 
  • PKA:2.56±0.30(Predicted) 
  • Flash Point:286.424oC 
  • PSA:55.63000 
  • Density:1.414g/cm3 
  • LogP:3.14170 

N-(2-chloropyriMidin-4-yl)-2,3-diMethyl-2H- indazol-6-aMine(Cas 444731-74-2) Usage

Uses

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

InChI:InChI=1/C13H12ClN5/c1-8-10-4-3-9(7-11(10)18-19(8)2)16-12-5-6-15-13(14)17-12/h3-7H,1-2H3,(H,15,16,17)

444731-74-2 Relevant articles

Discovery of Novel Pazopanib-Based HDAC and VEGFR Dual Inhibitors Targeting Cancer Epigenetics and Angiogenesis Simultaneously

Zang, Jie,Liang, Xuewu,Huang, Yongxue,Jia, Yuping,Li, Xiaoyang,Xu, Wenfang,Chou, C. James,Zhang, Yingjie

, p. 5304 - 5322 (2018)

Herein a novel series of pazopanib hybri...

Preparation, biological & cheminformatics-based assessment of N2,N4-diphenylpyrimidine-2,4-diamine as potential Kinase-targeted antimalarials

Toviwek, Borvornwat,Phuangsawai, Oraphan,Konsue, Adchatawut,Hannongbua, Supa,Riley, Jennifer,Mutter, Nicole,Anderson, Mark,Webster, Lauren,Hallyburton, Irene,Read, Kevin D,Gleeson, M. Paul

, (2021/09/04)

Twenty eight new N2,N4-diphenylpyrimidin...

High Turnover Pd/C Catalyst for Nitro Group Reductions in Water. One-Pot Sequences and Syntheses of Pharmaceutical Intermediates

Gallou, Fabrice,Li, Xiaohan,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.

supporting information, p. 8114 - 8118 (2021/10/25)

Commercially available Pd/C can be used ...

Pazopanib structure based HDAC (histone deacetylase) and VEGFR (vascular endothelial growth factor receptor) dual-target inhibitor and preparation method and application thereof

-

Paragraph 0190; 0191; 0192, (2018/03/28)

The invention relates to a pazopanib str...

444731-74-2 Process route

2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

2,3-dimethyl-2H-indazole-6-amine hydrochloride
635702-60-2

2,3-dimethyl-2H-indazole-6-amine hydrochloride

N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine
444731-74-2

N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine

Conditions
Conditions Yield
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 85 ℃; for 4h;
89%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20 - 85 ℃; for 4h; Inert atmosphere;
89%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

2,3-dimethyl-6-amino-2H-indazole
444731-72-0

2,3-dimethyl-6-amino-2H-indazole

N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine
444731-74-2

N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine

Conditions
Conditions Yield
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 75 ℃;
95.2%
2,3-dimethyl-6-amino-2H-indazole; With hydrogenchloride; In 2-methoxy-ethanol; water; at 20 ℃;
2,6-Dichloropyrimidine; With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 77 ℃; for 4h;
90%
With sodium hydrogencarbonate; In ethanol; at 79 ℃; for 4h;
90%
With sodium hydrogencarbonate; In ethanol; at 75 ℃; for 4h;
90%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 85 ℃; for 4h;
89%
With sodium hydrogencarbonate; In ethanol; at 85 ℃; for 6h; regioselective reaction;
89.5%
With sodium hydrogencarbonate; In methanol; at 25 - 30 ℃; for 24h;
86.7%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20 - 85 ℃; for 4 - 7h; Product distribution / selectivity;
80.1%
With sodium hydrogencarbonate; In isopropyl methanesulfonate; at 85 ℃; for 8h; Product distribution / selectivity; Heating / reflux;
80%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 74 - 76 ℃; for 6 - 7h;
80.1%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20 - 85 ℃; for 10 - 11h; Product distribution / selectivity;
80.1%
With sodium hydrogencarbonate; at 85 ℃; for 8h; Product distribution / selectivity; Heating / reflux;
80%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20 - 85 ℃; for 4 - 7h; Product distribution / selectivity;
80.1%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 74 - 85 ℃; for 4 - 7h; Product distribution / selectivity;
80.1%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20 - 85 ℃; for 4 - 7h; Product distribution / selectivity;
80.1%
With sodium hydrogencarbonate; In water; at 20 - 85 ℃; for 8h; Product distribution / selectivity; Heating / reflux;
80%
With triethylamine; In ethanol; at 70 ℃; for 6h;
55.91%
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 0 - 70 ℃; for 7h;
1.6%
With sodium hydrogencarbonate; In methanol; ethanol; water; for 8h; Product distribution / selectivity; Reflux; Industry scale; Inert atmosphere;
 
2,3-dimethyl-6-amino-2H-indazole; With triethylamine; In dimethyl sulfoxide; at 25 - 30 ℃; for 0.166667h;
2,6-Dichloropyrimidine; In dimethyl sulfoxide; at 25 - 30 ℃; for 12h; Solvent; Temperature;
70 g
With potassium phosphate; at 45 ℃;
54.7 mg

444731-74-2 Upstream products

  • 3934-20-1
    3934-20-1

    2,6-Dichloropyrimidine

  • 444731-72-0
    444731-72-0

    2,3-dimethyl-6-amino-2H-indazole

  • 635702-60-2
    635702-60-2

    2,3-dimethyl-2H-indazole-6-amine hydrochloride

  • 6494-19-5
    6494-19-5

    3-methyl-6-nitro-1H-indazole

444731-74-2 Downstream products

  • 444731-75-3
    444731-75-3

    N-(2-chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazole-6-amine

  • 1307297-62-6
    1307297-62-6

    N4-(2,3-dimethyl-2H-indazol-6-yl)-N2-(3-fluorophenyl)-N4-methylpyrimidine-2,4-diamine

  • 1307297-61-5
    1307297-61-5

    N2-(3-bromophenyl)-N4-(2,3-dimethyl-2H-indazol-6-yl)-N4-methylpyrimidine-2,4-diamine

  • 1307297-65-9
    1307297-65-9

    N2-(3-chlorophenyl)-N4-(2,3-dimethyl-2H-indazol-6-yl)-N4-methylpyrimidine-2,4-diamine

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