ChemicalBook > CAS DataBase List > 4-CHLORO-3-IODO (1H)INDAZOLE

4-CHLORO-3-IODO (1H)INDAZOLE

Product Name
4-CHLORO-3-IODO (1H)INDAZOLE
CAS No.
518990-33-5
Chemical Name
4-CHLORO-3-IODO (1H)INDAZOLE
Synonyms
SKL525;4-CHLORO-3-IODOINDAZOLE;4-CHLORO-3-IODO (1H)INDAZOLE;1H-Indazole, 4-chloro-3-iodo-;4-chloro-3-iodo-1H-indazole(SALTDATA: FREE)
CBNumber
CB4666729
Molecular Formula
C7H4ClIN2
Formula Weight
278.48
MOL File
518990-33-5.mol
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4-CHLORO-3-IODO (1H)INDAZOLE Property

Melting point:
ca 223-224℃
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
Appearance
Off-white to light brown Solid
Sensitive 
Light Sensitive
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P321Specific treatment (see … on this label).

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
C368605
Product name
4-​Chloro-​3-​iodo-1H-​indazole
Packaging
1g
Price
$745
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC152540
Product name
4-Chloro-3-iodo-indazole
Packaging
25mg
Price
$51
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC152540
Product name
4-Chloro-3-iodo-indazole
Packaging
100mg
Price
$155
Updated
2021/12/16
AK Scientific
Product number
Y9303
Product name
4-Chloro-3-iodo-1H-indazole
Packaging
5g
Price
$658
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0142815
Product name
4-CHLORO-3-IODO(1H)INDAZOLE
Purity
95.00%
Packaging
1G
Price
$1386
Updated
2021/12/16
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4-CHLORO-3-IODO (1H)INDAZOLE Chemical Properties,Usage,Production

Uses

4-?Chloro-?3-?iodo-1H-?indazole is a general reagent used in the synthesis of inhibitors of mitotic kinase TTK for cancer treatment.

Synthesis

13096-96-3

518990-33-5

General procedure for the synthesis of 4-chloro-3-iodo-1H-indazole from 4-chloro-1H-indazole: To a solution of 4-chloro-1H-indazole (1.7 g, 11.2 mmol, 1.0 equiv) in N,N-dimethylformamide (DMF, 20 mL) was added potassium hydroxide (KOH, 1.25 g, 22.4 mmol, 2.0 equiv). The reaction mixture was stirred at room temperature for 30 minutes. Subsequently, iodine (I2, 5.64 g, 22.4 mmol, 2.0 eq.) was added to the reaction system in batches at 0 °C and the mixture was stirred at room temperature overnight. The completion of the reaction was confirmed by liquid chromatography-mass spectrometry (LC-MS) analysis. The reaction mixture was poured into ice water and extracted with ethyl acetate (EtOAc, 50 mL x 2). The combined organic phases were washed sequentially with saturated sodium sulfite (Na2SO3, 20 mL × 2) aqueous solution and brine (20 mL × 2), and concentrated after drying with anhydrous sodium sulfate (Na2SO4) to obtain the target product 4-chloro-3-iodo-1H-indazole (2.7 g, 9.7 mmol, yield: 87%).LC/MS analysis showed that the molecular ion peak (M+) had a m/z was 279.

References

[1] Patent: WO2012/65062, 2012, A1. Location in patent: Page/Page column 122-123
[2] Patent: WO2015/25025, 2015, A1. Location in patent: Page/Page column 166; 167
[3] Patent: WO2014/28589, 2014, A2. Location in patent: Page/Page column 76

4-CHLORO-3-IODO (1H)INDAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-CHLORO-3-IODO (1H)INDAZOLE Suppliers

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518990-33-5, 4-CHLORO-3-IODO (1H)INDAZOLERelated Search:

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  • 4-CHLORO-3-IODO (1H)INDAZOLE
  • 4-CHLORO-3-IODOINDAZOLE
  • 4-chloro-3-iodo-1H-indazole(SALTDATA: FREE)
  • 1H-Indazole, 4-chloro-3-iodo-
  • SKL525
  • 518990-33-5