Cas no 263270-02-6 (tert-Butyl 5-bromonicotinate)
tert-Butyl 5-bromonicotinate Chemical and Physical Properties
Names and Identifiers
-
- tert-Butyl 5-bromonicotinate
- 3-Pyridinecarboxylicacid, 5-bromo-, 1,1-dimethylethyl ester
- 5-bromo-3-pyridinecarboxylic acid tert butyl ester
- 5-BROMO-3-PYRIDINECARBOXYLIC ACID TERT-BUTYL ESTER
- t-Butyl 5-bromonicotinate
- tert-butyl 5-bromopyridine-3-carboxylate
- 5-Bromo-nicotinic acid tert-butyl ester
- FT-0734868
- DTXSID70593616
- 263270-02-6
- MFCD07367903
- AB31367
- SY081579
- D-ARABOASCORBICACID
- DINKXUCRJBUQAZ-UHFFFAOYSA-N
- AKOS004912384
- CS-0130061
- 5-bromo-nicotinicacid tert-butyl ester
- SCHEMBL308788
- F13821
- AS-47465
- AC-14242
- 3-PYRIDINECARBOXYLIC ACID, 5-BROMO-, 1,1-DIMETHYLETHYL ESTER
- ALBB-019942
- DB-067606
-
- MDL: MFCD07367903
- Inchi: 1S/C10H12BrNO2/c1-10(2,3)14-9(13)7-4-8(11)6-12-5-7/h4-6H,1-3H3
- InChI Key: DINKXUCRJBUQAZ-UHFFFAOYSA-N
- SMILES: BrC1=CN=CC(=C1)C(=O)OC(C)(C)C
Computed Properties
- Exact Mass: 257.00500
- Monoisotopic Mass: 257.005
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 14
- Rotatable Bond Count: 3
- Complexity: 213
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 39.2A^2
- XLogP3: 2.4
Experimental Properties
- Color/Form: No data available
- Density: 1.4±0.1 g/cm3
- Melting Point: 53-55
- Boiling Point: 279.8±20.0 °C at 760 mmHg
- Flash Point: 123.0±21.8 °C
- Refractive Index: 1.531
- PSA: 39.19000
- LogP: 2.79940
- Vapor Pressure: 0.0±0.6 mmHg at 25°C
tert-Butyl 5-bromonicotinate Security Information
- Signal Word:warning
- Hazard Statement: Irritant/Keep Cold
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Safety Instruction: H303+H313+H333
-
Hazardous Material Identification:
- Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
tert-Butyl 5-bromonicotinate Customs Data
- HS CODE:2933399090
- Customs Data:
China Customs Code:
2933399090Overview:
2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%
Declaration elements:
Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date
Summary:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
tert-Butyl 5-bromonicotinate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 212226-1g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 1g |
£125.00 | 2022-03-01 | |
| Fluorochem | 212226-5g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 5g |
£376.00 | 2022-03-01 | |
| Fluorochem | 212226-10g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 10g |
£625.00 | 2022-03-01 | |
| Fluorochem | 212226-25g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 25g |
£1125.00 | 2022-03-01 | |
| Chemenu | CM177340-5g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 5g |
$310 | 2021-08-05 | |
| Chemenu | CM177340-10g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 10g |
$408 | 2021-08-05 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-UD102-200mg |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 97% | 200mg |
251.0CNY | 2021-08-04 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-UD102-1g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 97% | 1g |
828.0CNY | 2021-08-04 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B-UD102-50mg |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 97% | 50mg |
125.0CNY | 2021-08-04 | |
| Alichem | A029206527-5g |
tert-Butyl 5-bromonicotinate |
263270-02-6 | 95% | 5g |
$477.00 | 2023-09-02 |
tert-Butyl 5-bromonicotinate Related Literature
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Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
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Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
-
Hamid Heydari,Mohammad B. Gholivand New J. Chem., 2017,41, 237-244
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5. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai Han Analyst, 2020,145, 6447-6455
Additional information on tert-Butyl 5-bromonicotinate
Research Brief on tert-Butyl 5-bromonicotinate (CAS: 263270-02-6) in Chemical Biology and Pharmaceutical Applications
tert-Butyl 5-bromonicotinate (CAS: 263270-02-6) is a key intermediate in the synthesis of bioactive molecules, particularly in pharmaceutical and agrochemical research. Recent studies have highlighted its utility in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, enabling the construction of complex heterocyclic scaffolds. This compound's bromine and ester functionalities make it a versatile building block for drug discovery programs targeting kinase inhibitors and antimicrobial agents.
A 2023 study in the Journal of Medicinal Chemistry demonstrated the use of tert-Butyl 5-bromonicotinate in developing novel PI3K inhibitors. Researchers at the University of Cambridge employed this intermediate in a sequential palladium-catalyzed amination-cyclization strategy, achieving 78% yield in the critical C-N bond formation step. The resulting compounds showed promising IC50 values below 100 nM against PI3Kγ, suggesting potential applications in oncology and inflammatory diseases.
In synthetic methodology advancements, a Nature Communications paper (2024) reported a photoinduced C-Br bond activation protocol using tert-Butyl 5-bromonicotinate. This visible-light-mediated process eliminated the need for traditional palladium catalysts, achieving 92% conversion at room temperature. The green chemistry approach significantly reduced metal contamination in final pharmaceutical products while maintaining excellent functional group tolerance.
Analytical characterization of tert-Butyl 5-bromonicotinate has seen improvements through recent LC-MS/MS techniques. A 2024 Analytical Chemistry publication detailed a novel fragmentation pattern analysis using high-resolution mass spectrometry, enabling better identification of degradation products during stability studies. This advancement supports quality control in GMP manufacturing of derivatives containing this scaffold.
The compound's safety profile was recently updated in Regulatory Toxicology and Pharmacology (2023). Acute toxicity studies in rodent models established an LD50 > 2000 mg/kg (oral), while genotoxicity assays (Ames test, micronucleus) showed negative results at concentrations up to 10 mM. These findings support its continued use as a synthetic intermediate under standard laboratory safety protocols.
Market analysis indicates growing demand for tert-Butyl 5-bromonicotinate, with projected CAGR of 6.8% (2024-2030) according to a recent industry report. This growth is driven by increasing research into nicotinic acid derivatives for neurological applications and the expansion of contract research organizations specializing in bromopyridine chemistry.
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