METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE
- Product Name
- METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE
- CAS No.
- 688357-19-9
- Chemical Name
- METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE
- Synonyms
- Methyl 4-chloro-5-azaindole-3-carboxylate;METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE;4-Chloro-2-(methoxycarbonyl)-1H-pyrrolo[3,2-c]pyridine;METHYL 4-CHLORO-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBOXYLATE;methyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid;4-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid Methyl ester;1H-Pyrrolo[3,2-c]pyridine-2-carboxylic acid, 4-chloro-, methyl ester
- CBNumber
- CB12451919
- Molecular Formula
- C9H7ClN2O2
- Formula Weight
- 210.62
- MOL File
- 688357-19-9.mol
METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE Property
- Melting point:
- 224-225°
- Boiling point:
- 400.2±40.0 °C(Predicted)
- Density
- 1.453±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- 12.27±0.40(Predicted)
- Appearance
- Off-white to yellow Solid
Safety
- HazardClass
- IRRITANT
- HS Code
- 2916200090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SYX00421
- Product name
- Methyl 4-chloro-5-azaindole-2-carboxylate
- Packaging
- 1g
- Price
- $709
- Updated
- 2025/07/31
- Product number
- M295623
- Product name
- Methyl 4-chloro-5-azaindole-2-carboxylate
- Packaging
- 250mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 455492
- Product name
- Methyl 4-chloro-5-azaindole-2-carboxylate
- Packaging
- 25mg
- Price
- $305
- Updated
- 2021/12/16
- Product number
- 4H56-5-V5
- Product name
- Methyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylate
- Packaging
- 250mg
- Price
- $152
- Updated
- 2021/12/16
- Product number
- V7299
- Product name
- Methyl 4-chloro-5-azaindole-2-carboxylate
- Packaging
- 1g
- Price
- $217
- Updated
- 2021/12/16
METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE Chemical Properties,Usage,Production
Uses
Methyl 4-chloro-5-azaindole-2-carboxylate can be used as a reagent in laboratory research in the fields of organic synthesis and medicinal chemistry.
Synthesis
1418287-33-8
688357-19-9
Racemic benzyloxycarbonyl-α-phosphonylglycine trimethyl ester (12.08 g, 36.5 mmol) was dissolved in 80 mL of dichloromethane at room temperature, and DBU (6.34 mL, 42.1 mmol) was slowly added. 30 min later, 20 drops of 2-chloro-3-formyl-4-iodopyridine (7.5 g, 28.0 mmol) was slowly added at the same temperature. mL of dichloromethane solution. The reaction was slightly exothermic during the dropwise addition and the temperature needed to be controlled by a cold water bath. After 4 hours of reaction, the reaction mixture was diluted with dichloromethane and washed sequentially with aqueous 1N hydrochloric acid (twice) and water (once). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. Purification by fast column chromatography (ISCO Redi-Sep 330 g silica gel, 20% ethyl acetate/hexane elution) afforded methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(2-chloro-4-iodo-pyridin-3-yl)prop-2-enoate (11.46 g, 86% yield) as a white solid.1H NMR (399 MHz, CDCl3 ) δ: 7.89 (d, J = 5.1 Hz, 1H), 7.70 (d, J = 5.1 Hz, 1H), 7.33 (m, 3H), 7.24 (m, 2H), 7.06 (s, 1H), 6.96 (s, 1H), 4.97 (s, 2H), 3.91 (s, 3H). Methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(2-chloro-4-iodopyridin-3-yl)prop-2-enoate (11.46 g, 24.25 mmol), potassium carbonate (10.05 g, 72.7 mmol), cuprous iodide (0.462 g, 2.425 mmol) and L-proline (0.558 g, 4.85 mmol) were mixed in 1,4-dioxane (120 mL). The mixture was degassed by three evacuations/nitrogen displacement and heated to reflux. After refluxing overnight, it was cooled to room temperature, diluted with saturated aqueous ammonium chloride solution and extracted with dichloromethane (3 times). The combined organic layers were dried over anhydrous magnesium sulfate, filtered through a diatomaceous earth pad and concentrated. The resulting solid was ground with ether/hexane to give methyl 4-chloro-5-azaindole-2-carboxylate (4.6 g, 90% yield) as an off-white solid.1H NMR (399 MHz, CDCl3) δ: 9.25 (s, 1H), 8.18 (d, J = 5.8 Hz, 1H), 7.35 (d, J = 2.1 Hz, 1H), 7.29 (d, J = 5.9 Hz, 1H), 3.99 (s, 3H).
References
[1] Patent: WO2013/9582, 2013, A1. Location in patent: Page/Page column 29; 30
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 13, p. 5800 - 5816
METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE manufacturers
- Product
- METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE 688357-19-9
- Price
- US $1.10-9.90/kg
- Min. Order
- 100kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-14
- Product
- METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE 688357-19-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98% HPLC
- Supply Ability
- 10 tons/month
- Release date
- 2020-01-09