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
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
- InChI
- 1S/C9H7IN2O2/c1-14-9(13)5-2-3-6-7(4-5)11-12-8(6)10/h2-4H,1H3,(H,11,12)
- InChIKey
- VSXHXVGWOSYULI-UHFFFAOYSA-N
- SMILES
- COC(=O)c1ccc2c(I)n[nH]c2c1
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.
N-Bromosuccinimide Price
- Product number
- SYX00195
- Product name
- 3-Iodo-1H-indazole-6-carboxylic acid methyl ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $352
- Updated
- 2026/03/19
- Product number
- I719583
- Product name
- 3-Iodo-1H-indazole-6-carboxylic acid methyl ester
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 4H23-H-X4
- Product name
- Methyl 3-iodo-1H-indazole-6-carboxylate
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- W9108
- Product name
- Methyl3-iodo-1H-indazole-6-carboxylate
- Packaging
- 1g
- Price
- $101
- Updated
- 2021/12/16
- Product number
- W9108
- Product name
- Methyl3-iodo-1H-indazole-6-carboxylate
- Packaging
- 5g
- Price
- $223
- Updated
- 2021/12/16
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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