ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
- Product Name
- 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
- Formula Weight
- 269.09
- MOL File
- 942920-55-0.mol
ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H300Fatal if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
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.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- HCH0044870
- Product name
- ETHYL 4-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-2-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $947.1
- Updated
- 2021/12/16
- Product number
- W9668
- Product name
- Ethyl4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
- Packaging
- 1g
- Price
- $584
- Updated
- 2021/12/16
- Product number
- HCH0044870
- Product name
- ETHYL 4-BROMO-1H-PYRROLO[2,3-B]PYRIDINE-2-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $2425.5
- Updated
- 2021/12/16
- Product number
- CM149573
- Product name
- ethyl4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
- Purity
- 95%+
- Packaging
- 1g
- Price
- $786
- Updated
- 2021/12/16
- Product number
- 942920550
- Product name
- Ethyl4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
- Packaging
- 5g
- Price
- $1424.64
- Updated
- 2021/12/16
ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Chemical Properties,Usage,Production
Uses
Ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate is used in pharmaceutical synthesis and experiments.
Synthesis
287384-82-1
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
ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate manufacturers
- Product
- ethyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 942920-55-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-25