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

CAS No.
942920-55-0
Chemical Name:
ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
Synonyms
ethyl 4-broMo-1H-pyrrolo[2;3-b]pyridine-2-carboxylate;ethyl 6-chloro-1H-pyrrolo[2;Ethyl 4-Bromo-7-azaindole-2-carboxylate;ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-broMo-, ethyl ester
CBNumber:
CB01560987
Molecular Formula:
C10H9BrN2O2
Molecular Weight:
269.09
MDL Number:
MFCD11518924
MOL File:
942920-55-0.mol
MSDS File:
SDS
Last updated:2026-05-27 17:21:06

ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Properties

Density 1.624±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka 10.96±0.40(Predicted)
Appearance White to off-white Solid
InChI InChI=1S/C10H9BrN2O2/c1-2-15-10(14)8-5-6-7(11)3-4-12-9(6)13-8/h3-5H,2H2,1H3,(H,12,13)
InChIKey VLZWUULVFAASBC-UHFFFAOYSA-N
SMILES C12NC(C(OCC)=O)=CC1=C(Br)C=CN=2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Danger
Hazard statements  H300-H312-H315-H319
Precautionary statements  P501-P270-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P302+P352+P312-P405

ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AstaTech SC3471 ETHYL 4-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-2-CARBOXYLATE 95% 942920-55-0 0.25G $147 2026-04-30 Buy
AstaTech SC3471 ETHYL 4-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-2-CARBOXYLATE 95% 942920-55-0 1G $276 2026-04-30 Buy
Matrix Scientific 305103 Ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 942920-55-0 100.00mg $63 2026-05-19 Buy
Matrix Scientific 305103 Ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 942920-55-0 250.00mg $110 2026-05-19 Buy
Matrix Scientific 305103 Ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 942920-55-0 1.00g $291 2026-05-19 Buy
Product number Packaging Price Buy
SC3471 0.25G $147 Buy
SC3471 1G $276 Buy
305103 100.00mg $63 Buy
305103 250.00mg $110 Buy
305103 1.00g $291 Buy

ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Chemical Properties, Uses, Production

Uses

Ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate is used in pharmaceutical synthesis and experiments.

Synthesis

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester, 7-oxide

287384-82-1

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

942920-55-0

Step A: Synthesis of ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Ethyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate-7-oxide (1 g, 5 mmol) (prepared according to the method disclosed in WO 2000/044753, see Example 6, Step C) was added to a suspension of tetramethylammonium bromide (1.2 g, 7.5 mmol) in N,N-dimethylformamide (50 mL). The reaction mixture was cooled to 0 °C, followed by batchwise addition of methylsulfonic anhydride (1.7 g, 10 mmol). The mixture was warmed to room temperature and stirring was continued for 6 hours. Upon completion of the reaction, the mixture was poured into water (100 mL) and neutralized with 50% aqueous sodium hydroxide solution. The aqueous phase was extracted with ethyl acetate and the organic layer was washed sequentially with brine and deionized water. The organic phase was concentrated under reduced pressure to give the crude product. Purification by SCX column chromatography afforded ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate as a light yellow solid (1 g, 77% yield). 1H NMR (400MHz, DMSO-d6) δ ppm: 1.35 (t, 3H, J=7.1Hz), 4.36 (q, 2H, J=7.1Hz), 7.05 (d, 1H, J=2.0Hz), 7.48 (d, 1H, J=5.1Hz), 8.28 (d, 1H, J=5.1Hz), 12.95 (brs , 1H).

References

[1] Journal of Medicinal Chemistry, 2010, vol. 53, # 10, p. 3973 - 4001
[2] Patent: WO2008/49855, 2008, A2. Location in patent: Page/Page column 54
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 16, p. 4610 - 4614
[4] Patent: US2009/18156, 2009, A1. Location in patent: Page/Page column 18-19
[5] Patent: WO2007/76423, 2007, A2. Location in patent: Page/Page column 96

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View Latest Price from ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate pictures 2019-12-26 ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
942920-55-0
$1.00 1KG 99% 200kg Career Henan Chemical Co

ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Spectrum

ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 3-b]pyridine-2-carboxylate ethyl 4-broMo-1H-pyrrolo[2 ethyl 6-chloro-1H-pyrrolo[2 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-broMo-, ethyl ester Ethyl 4-Bromo-7-azaindole-2-carboxylate 942920-55-0 Heterocycle-Pyridine series CHIRAL CHEMICALS