DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE

Product Name: DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE
CAS No.: 98555-51-2
Chemical Name: DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE
Synonyms: SKL075;Atogepant Impurity 21;5-bromoquinolinic acid;5-Bromo-Pyridine-2,3-Dicarboxylic;5-bromopyridine-2,3-dicarboxylicaci;5-BroMo-2,3-pyridinedicarboxylic acid;5-Bromopyridine-2,3-dicarboxylic acid;DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE ISO 9001：2015 REACH
CBNumber: CB21478693
Molecular Formula: C7H4BrNO4
Formula Weight: 246.01
MOL File: 98555-51-2.mol

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DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE Property

Melting point:: 165 ºC
Boiling point:: 434.7±45.0 °C(Predicted)
Density: 1.985
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 2.13±0.10(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C7H4BrNO4/c8-3-1-4(6(10)11)5(7(12)13)9-2-3/h1-2H,(H,10,11)(H,12,13)
InChIKey: WDDREAGLVSBXOG-UHFFFAOYSA-N
SMILES: C1(C(O)=O)=NC=C(Br)C=C1C(O)=O

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Safety

HazardClass: IRRITANT

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

TRC

Product number: B695870
Product name: 5-Bromopyridine-2,3-dicarboxylicAcid
Packaging: 250mg
Price: $45
Updated: 2021/12/16

Matrix Scientific

Product number: 063699
Product name: 5-Bromopyridine-2,3-dicarboxylic acid
Packaging: 1g
Price: $208
Updated: 2021/12/16

AK Scientific

Product number: J51231
Product name: 5-Bromopyridine-2,3-dicarboxylicacid
Packaging: 10g
Price: $375
Updated: 2021/12/16

Matrix Scientific

Product number: 063699
Product name: 5-Bromopyridine-2,3-dicarboxylic acid
Packaging: 5g
Price: $635
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0105167
Product name: 5-BROMOPYRIDINE-2,3-DICARBOXYLIC ACID
Purity: 95.00%
Packaging: 500MG
Price: $837.38
Updated: 2021/12/16

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DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE Chemical Properties,Usage,Production

Uses

5-Bromopyridine-2,3-dicarboxylic Acid is a useful research chemical used in the oxidation of 2- and 3-halogenated quinolines to 5- and 6-halopyridine-2,3-dicarboxylic acids.

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 808, 1961 DOI: 10.1021/jo01062a039

Synthesis

5332-24-1

98555-51-2

The general procedure for the synthesis of 5-bromopyridine-2,3-dicarboxylic acid from 3-bromoquinoline is as follows: Example 12: Synthesis of 2-bromo-7-(4-fluorobenzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione (1008) Referring to the literature method of M.-D. Le Bas et al. (Synthesis 2001, 16, p. 2495). 100 mL of carbon tetrachloride (CCl4) was mixed with 250 mL of aqueous sodium hypochlorite (NaOCl). To this mixture was added 40 mg of ruthenium dioxide (RuO2) followed by 3 g of 3-bromoquinoline dissolved in 50 mL of CCl4. The reaction was supplemented with the addition of 30 mL of sodium hypochlorite solution as the reaction progressed to 2, 4 and 6 hours, respectively. After 24 hours of reaction, the aqueous layer was separated and collected, acidified with 3N hydrochloric acid (HCl) to pH 1. Subsequently, the aqueous layer was extracted with ethyl acetate, the organic phase was dried with anhydrous sodium sulfate (Na2SO4), and the solvent was removed by evaporation under reduced pressure to give 1.7 g of a yellow resinous product in 48% yield. The 1H NMR and mass spectrometry (MS) data of the product were consistent with those reported in the literature. The resulting 1 g of anhydride was converted to the corresponding cyano ester by a known multi-step reaction sequence. A Dieckmann condensation reaction between 80 mg (0.3 mmol) of the cyano ester and 80 mg (3.6 mmol) of the imide in 2 mL of anhydrous tetrahydrofuran (THF) was carried out using 900 μL of lithium bis(trimethylsilyl)amide (LiHMDS) as a base to give the crude product. After conventional post-treatment, about 60 mg (30%) of unpurified yellow solid product was obtained. Further purification by ether milling yielded 2 mg of the high-purity product 1008. The 1H NMR (300 MHz, d6-DMSO) data were: δ 9.20 (d, 1H), 9.05 (d, 1H), 4.85 (s, 2H) ppm; and the mass spectrometry (MS) data were: m/z = 416.1 (M + H).

References

[1] Journal of Labelled Compounds and Radiopharmaceuticals, 2001, vol. 44, p. S283 - S285
[2] Synthesis, 2001, # 16, p. 2495 - 2499
[3] Patent: US2008/58315, 2008, A1. Location in patent: Page/Page column 25-26
[4] Patent: WO2007/19098, 2007, A2. Location in patent: Page/Page column 46-47

DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE Suppliers

China 89 Germany 1 India 2 United States 10 Global 102

Shanghai Huaxing Biological Technology Co., Ltd.

Tel: 18621295758
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SiChuang NanBu Honesty Technology Co., Ltd.

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JinYan Chemicals(ShangHai) Co.,Ltd.

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ProdList: 9976
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Changzhou Huanling Chemical Co., Ltd.

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Pure Chemistry Scientific Inc.

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Tetranov Biopharm

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Accela ChemBio Co.,Ltd.

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Shanghai Hanhong Scientific Co.,Ltd.

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Jinan Trio PharmaTech Co., Ltd.

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SuZhou ShiYa Biopharmaceuticals, Inc.

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View Lastest Price from DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE manufacturers

Henan Fengda Chemical Co., Ltd

Product: 5-Bromopyridine-2,3-dicarboxylic acid 98555-51-2
Price: US $200.00-1.00/KG
Min. Order: 1KG
Purity: 99%, 99.5% Sublimated
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-31

Shaanxi Dideu Medichem Co. Ltd

Product: 5-Bromo-Pyridine-2,3-Dicarboxylic Acid 98555-51-2
Price: US $0.00-0.00/Kg
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 500 MT
Release date: 2020-05-12

Career Henan Chemical Co

Product: DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE 98555-51-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 100kg
Release date: 2020-01-07

98555-51-2, DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATERelated Search:

2,2'-Bipyridine-5,5'-dicarboxylic acid Quinolinic acid 5-BROMO-3-METHYL-2-PYRIDINECARBALDEHYDE DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE 5-BROMO-2-CARBOXY-3-METHYLPYRIDINE 5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester 5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

5-Bromopyridine-2,3-dicarboxylic acid

5-BroMo-2,3-pyridinedicarboxylic acid

5-bromoquinolinic acid

5-Bromo-Pyridine-2,3-Dicarboxylic

5-bromopyridine-2,3-dicarboxylicaci

DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE ISO 9001：2015 REACH

SKL075

Atogepant Impurity 21

98555-51-2

Heterocycle-Pyridine series