ChemicalBook > CAS DataBase List > METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE

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

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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

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Safety

HazardClass: IRRITANT
HS Code: 2916200090

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SYX00421
Product name: Methyl 4-chloro-5-azaindole-2-carboxylate
Packaging: 1g
Price: $709
Updated: 2025/07/31

TRC

Product number: M295623
Product name: Methyl 4-chloro-5-azaindole-2-carboxylate
Packaging: 250mg
Price: $75
Updated: 2021/12/16

Usbiological

Product number: 455492
Product name: Methyl 4-chloro-5-azaindole-2-carboxylate
Packaging: 25mg
Price: $305
Updated: 2021/12/16

SynQuest Laboratories

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

AK Scientific

Product number: V7299
Product name: Methyl 4-chloro-5-azaindole-2-carboxylate
Packaging: 1g
Price: $217
Updated: 2021/12/16

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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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

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

Career Henan Chemical Co

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

688357-19-9, METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATERelated Search:

Hydrochlorothiazide 4-CHLORO-5-AZAINDOLE METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE Methyl 4,6-dichloro-5-azaindole-2-carboxylate 1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE 5-AZAINDOLE-2-CARBOXYLIC ACID

4-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid Methyl ester

4-Chloro-2-(methoxycarbonyl)-1H-pyrrolo[3,2-c]pyridine

METHYL 4-CHLORO-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBOXYLATE

METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE

methyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid

1H-Pyrrolo[3,2-c]pyridine-2-carboxylic acid, 4-chloro-, methyl ester

Methyl 4-chloro-5-azaindole-3-carboxylate

688357-19-9