ChemicalBook > CAS DataBase List > 6-Chloronicotinic acid tert-butyl ester

6-Chloronicotinic acid tert-butyl ester

Product Name: 6-Chloronicotinic acid tert-butyl ester
CAS No.: 115309-57-4
Chemical Name: 6-Chloronicotinic acid tert-butyl ester
Synonyms: tert-Butyl 6-chloronicotinate;6-Chloronicotinic acid tert-butyl ester;tert-butyl 6-chloropyridine-3-carboxylate;tert-butyl 2-chloro-5-pyridinecarboxylate;3-Pyridinecarboxylic acid, 6-chloro-, 1,1-dimethylethyl ester
CBNumber: CB12484757
Molecular Formula: C10H12ClNO2
Formula Weight: 213.66
MOL File: 115309-57-4.mol

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6-Chloronicotinic acid tert-butyl ester Property

Melting point:: 53-54 °C
Boiling point:: 270.7±20.0 °C(Predicted)
Density: 1.173±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: -2.13±0.10(Predicted)
Appearance: White to off-white Solid

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B807115
Product name: tert-Butyl6-Chloronicotinate
Packaging: 500mg
Price: $75
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0045507
Product name: TERT-BUTYL 6-CHLORONICOTINATE
Purity: 95.00%
Packaging: 5MG
Price: $505.99
Updated: 2021/12/16

AK Scientific

Product number: 2508AA
Product name: tert-Butyl6-chloronicotinate
Packaging: 25g
Price: $637
Updated: 2021/12/16

AOBChem

Product number: 36694
Product name: Tert-butyl6-chloronicotinate
Purity: 95%
Packaging: 100g
Price: $1174
Updated: 2021/12/16

Chemenu

Product number: CM178082
Product name: tert-butyl6-chloronicotinate
Purity: 95%
Packaging: 5g
Price: $131
Updated: 2021/12/16

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6-Chloronicotinic acid tert-butyl ester Chemical Properties,Usage,Production

Synthesis

5326-23-8

24424-99-5

115309-57-4

General procedure for the synthesis of tert-butyl 6-chloronicotinate from 6-chloronicotinic acid and di-tert-butyl dicarbonate: 6-chloronicotinic acid (31.6 g, 200 mmol) and 4-dimethylaminopyridine (2.4 g, 20 mmol) were dissolved in tetrahydrofuran (250 mL), and refluxed for 3 hours. Subsequently, di-tert-butyl dicarbonate (65.0 g, 300 mmol) was slowly added dropwise. After the dropwise addition, the reaction mixture was continued to reflux for 3 hours. After completion of the reaction, the mixture was cooled to room temperature. The solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 0.1:1 to 1:10) to afford tert-butyl 6-chloronicotinate (40 g, 94% yield) as a white solid. High performance liquid chromatography-mass spectrometry (HPLC-MS, Agilent 1200-6120, column: Waters XBridge C18, 50 mm×4.6 mm×3.5 μm; column temperature: 40 ℃; flow rate: 2.0 mL/min; mobile phase: 95% [water + 10 mM NH4HCO3] and 5% under the initial conditions) was used. acetonitrile, gradient elution to 0% [water + 10 mM NH4HCO3] and 100% acetonitrile over 1.6 min, held for 1.4 min, and finally returned to the initial conditions over 0.1 min, held for 0.7 min) was analyzed for purity, and the results showed that the purity was 100% and the retention time (Rt) = 1.984 min; the calculated value of the mass spectra (MS Calcd.): 213.06; measured value (MS Found): 214.2 [M+H]+. Nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, DMSO-d6) δ: 1.56 (9H, s), 7.67 (1H, d, J=8.4 Hz), 8.26 (1H, dd, J=8.0,2.4 Hz), 8.86 (1H, d, J=2.4 Hz). Molecular formula: C10H12ClNO2, molecular weight: 213.66. total count of hydrogen in the NMR hydrogen spectral data is 12.

References

[1] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 2, p. 442 - 445
[2] Patent: US2018/215731, 2018, A1. Location in patent: Paragraph 0897; 0909; 0910; 0911; 0912; 0913; 0914
[3] Patent: WO2006/65908, 2006, A1. Location in patent: Page/Page column 67; 68
[4] Organic Process Research and Development, 2011, vol. 15, # 1, p. 64 - 72

6-Chloronicotinic acid tert-butyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-Chloronicotinic acid tert-butyl ester manufacturers

Career Henan Chemical Co

Product: 6-Chloronicotinic acid tert-butyl ester 115309-57-4
Price: US $5.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2020-01-12

115309-57-4, 6-Chloronicotinic acid tert-butyl esterRelated Search:

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115309-57-4