ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Product Name: ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate
CAS No.: 885500-55-0
Chemical Name: ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate
Synonyms: Ethyl 4-Chloro-7-azaindole-5-carboxylate;4-Chloro-7-azaindole-5-carboxylic acid ethyl ester;ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester;1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-, ethyl ester
CBNumber: CB62534190
Molecular Formula: C10H9ClN2O2
Formula Weight: 224.64
MOL File: 885500-55-0.mol

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ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate Property

Density: 1.391±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 12.07±0.40(Predicted)
Appearance: White to off-white Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

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.

P271Use only outdoors or in a well-ventilated area.

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

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.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

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

ChemScene

Product number: CS-B0566
Product name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylicacid,4-chloro-,ethylester
Packaging: 250mg
Price: $146
Updated: 2021/12/16

ChemScene

Product number: CS-B0566
Product name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylicacid,4-chloro-,ethylester
Packaging: 1g
Price: $388
Updated: 2021/12/16

ChemScene

Product number: CS-B0566
Product name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylicacid,4-chloro-,ethylester
Packaging: 5g
Price: $1410
Updated: 2021/12/16

ChemScene

Product number: CS-B0566
Product name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylicacid,4-chloro-,ethylester
Packaging: 100mg
Price: $99
Updated: 2021/12/16

ChemScene

Product number: CS-B0566
Product name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylicacid,4-chloro-,ethylester
Packaging: 10g
Price: $2153
Updated: 2021/12/16

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ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate is used as a pharmaceutical intermediate, which can be used to prepare small molecule active compounds such as JAK and PGDH inhibitors.

Synthesis

541-41-3

651744-48-8

885500-55-0

Under argon protection, 4-chloro-1-[tris(methylethyl)silyl ester]-1H-pyrrolo[2,3-b]pyridine (15 g, 48.6 mmol) was dissolved in tetrahydrofuran (THF) (150 mL) and cooled to -78 °C. A 1 M mixture of H-BuLi cyclohexane and hexane (97.1 mL, 97.1 mmol) was added slowly and dropwise. After stirring the reaction mixture at -78 °C for 1 h, ethyl chloroformate (9.29 mL, 97.1 mmol) was added. Stirring was continued at -78 °C for 30 min, followed by quenching the reaction with saturated aqueous NH4Cl and extraction with EtOAc. The combined organic phases were washed sequentially with water and brine, dried over anhydrous MgSO4 and concentrated under reduced pressure. The residue was dissolved in THF (120 mL) and 1M solution of TBAF THF (56 mL, 56 mmol) was added. After stirring for 1 h at room temperature, the reaction mixture was diluted with EtOAc, washed with water, dried over anhydrous MgSO4 and concentrated under reduced pressure. The residue was ground with isopropyl ether (IPE) and the precipitate was collected by filtration to afford ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (9.6 g, 88% yield). Product characterization data: 1H-NMR (DMSO-d6) δ: 1.36 (3H, t, J=7.1 Hz), 4.36 (2H, q, J=7.1 Hz), 6.64-6.67 (1H, m), 7.70-7.73 (1H, m), 8.71 (1H, s), 12.41 (1H, br). m/z MS (ESI): 223 (M-H)-.

References

[1] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 5, p. 341 - 353

ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate Preparation Products And Raw materials

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ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate Suppliers

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View Lastest Price from ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate 885500-55-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kg
Release date: 2025-06-11

Career Henan Chemical Co

Product: ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate 885500-55-0
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2020-01-11

885500-55-0, ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylateRelated Search:

1H-Pyrrolo[2,3-c]pyridine-3-carboxylic acid, 4-chloro-, ethyl ester Ethyl 4-chloro-7-azaindole-3-carboxylate ethyl 4-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-fluoro- (9CI) 4,5-Difluoro-1H-pyrrolo[2,3-b]pyridine 1-(5-Bromo-7-azaindole)ethanone 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 5-chloro- Ethanone, 1-(1H-pyrrolo[2,3-c]pyridin-3-yl)- (9CI) 1H-PYRROLO[3,2-C]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid 4-BroMo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 5-AZAINDOLE-2-CARBOXYLIC ACID ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate 1H-Pyrrolo[2,3-b]pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 3-Cyano-4-azaindole 4-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-, ethyl ester

4-Chloro-7-azaindole-5-carboxylic acid ethyl ester

4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester

Ethyl 4-Chloro-7-azaindole-5-carboxylate

885500-55-0