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ChemicalBook > CAS DataBase List > 1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER

1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER

Application
Product Name
1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER
CAS No.
885518-82-1
Chemical Name
1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER
Synonyms
Methyl 3-iodo-1H-indazole-6-carboxylate;Methyl 3-iodoindazole-6-c...;Methyl 3-iodoindazole-6-carboxylate;3-iodo-6-methoxycarbonyl-1H-indazole;3-iodo-1-methyl-6-indazolecarboxylate;3-Iodo-1H-indazole-6-carboxylic acid methyl ester;1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER;3-Iodo-1H-indazole-6-carboxylic acid methyl ester
CBNumber
CB32468364
Molecular Formula
C9H7IN2O2
Formula Weight
302.07
MOL File
885518-82-1.mol
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1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER Property

Boiling point:
421.4±25.0 °C(Predicted)
Density 
1.948±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
10.47±0.40(Predicted)
form 
solid
color 
Beige
InChIKey
VSXHXVGWOSYULI-UHFFFAOYSA-N
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
WGK Germany 
3
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SYX00195
Product name
3-Iodo-1H-indazole-6-carboxylic acid methyl ester
Purity
Aldrich
Packaging
1g
Price
$330
Updated
2025/07/31
TRC
Product number
I719583
Product name
3-Iodo-1H-indazole-6-carboxylic acid methyl ester
Packaging
1g
Price
$75
Updated
2021/12/16
SynQuest Laboratories
Product number
4H23-H-X4
Product name
Methyl 3-iodo-1H-indazole-6-carboxylate
Packaging
1g
Price
$75
Updated
2021/12/16
AK Scientific
Product number
W9108
Product name
Methyl3-iodo-1H-indazole-6-carboxylate
Packaging
1g
Price
$101
Updated
2021/12/16
AK Scientific
Product number
W9108
Product name
Methyl3-iodo-1H-indazole-6-carboxylate
Packaging
5g
Price
$223
Updated
2021/12/16
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1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER Chemical Properties,Usage,Production

Application

3-Iodoindazole-6-carboxylic acid methyl ester is an indazole compound that is widely used in the pharmaceutical and chemical industries.

Synthesis

170487-40-8

885518-82-1

General procedure for the synthesis of methyl 3-iodoindazole-6-carboxylate from methyl 1H-indazole-6-carboxylate: To a solution of methyl 1H-indazole-6-carboxylate (2.5 g, 14.2 mmol) in DMF (30 mL) was added in batches of KOH (1.8 g, 31.9 mmol), followed by the addition of iodine (5.4 g, 21.3 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the mixture was poured into ice water and extracted twice with EtOAc. The organic phases were combined, washed sequentially with 5% Na2S2O4 aqueous solution and brine, dried and concentrated to dryness to afford methyl 3-iodoindazole-6-carboxylate (4.0 g, 93.3% yield) as a yellow solid, which could be used in the next reaction without further purification.LC/MS (ESI) m/z: 303 (M + H)+.

References

[1] Patent: WO2018/160891, 2018, A1. Location in patent: Page/Page column 537-540
[2] Patent: US2012/108619, 2012, A1. Location in patent: Page/Page column 32
[3] Patent: US2012/270893, 2012, A1. Location in patent: Page/Page column 22-23
[4] Patent: WO2014/26328, 2014, A1. Location in patent: Page/Page column 41
[5] Patent: WO2014/28597, 2014, A2. Location in patent: Page/Page column 57

1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER Suppliers

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885518-82-1, 1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTERRelated Search:


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