ChemicalBook > CAS DataBase List > Methyl 4-iodopyridine-2-carboxylate

Methyl 4-iodopyridine-2-carboxylate

Product Name: Methyl 4-iodopyridine-2-carboxylate
CAS No.: 380381-28-2
Chemical Name: Methyl 4-iodopyridine-2-carboxylate
Synonyms: Methyl-ioddopicolinate;Methyl 4-iodopyridine-2-carboxylate;Methyl4-iodopyridine-2-carboxylate98%;Methyl 4-iodopyridine-2-carboxylate 98%;2-Pyridinecarboxylic acid, 4-iodo-, methyl ester;Methyl 4-iodopyridine-2-carboxylate ISO 9001：2015 REACH;METHYL 4-IODOPYRIDINE-2-CARBOXYLATE 98%METHYL 4-IODOPICOLINATE
CBNumber: CB4500447
Molecular Formula: C7H6INO2
Formula Weight: 263.03
MOL File: 380381-28-2.mol

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Methyl 4-iodopyridine-2-carboxylate Property

Melting point:: 70-73
Boiling point:: 327.6±27.0 °C(Predicted)
Density: 1.844±0.06 g/cm3(Predicted)
storage temp.: Keep Cold
form: solid
pka: -0.21±0.10(Predicted)
color: Light brown to grey

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Safety

Hazard Codes: Xi
Hazard Note: Irritant/Keep Cold
HS Code: 2933399990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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.

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N-Bromosuccinimide Price

TRC

Product number: M262673
Product name: Methyl4-iodopicolinate
Packaging: 250mg
Price: $70
Updated: 2021/12/16

Apolloscientific

Product number: OR9563
Product name: Methyl4-iodopyridine-2-carboxylate
Purity: 98%
Packaging: 1g
Price: $109
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H23-H-X2
Product name: Methyl 4-iodopyridine-2-carboxylate
Purity: 98%
Packaging: 1g
Price: $175
Updated: 2021/12/16

Apolloscientific

Product number: OR9563
Product name: Methyl4-iodopyridine-2-carboxylate
Purity: 98%
Packaging: 5g
Price: $326
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H23-H-X2
Product name: Methyl 4-iodopyridine-2-carboxylate
Purity: 98%
Packaging: 5G
Price: $522
Updated: 2021/12/16

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Methyl 4-iodopyridine-2-carboxylate Chemical Properties,Usage,Production

Synthesis

67-56-1

405939-79-9

380381-28-2

General procedure for the synthesis of methyl 4-iodopyridine-2-carboxylate from methanol and 4-iodopyridine-2-carboxylic acid: a few drops of concentrated sulfuric acid were added to a 500 mL solution of methanol containing 5 g (13.26 mmol) of 4-iodopyridine-2-carboxylic acid. The reaction mixture was refluxed overnight. After evaporation of the solvent, the residue was purified by chromatography to afford methyl 4-iodopyridine-2-carboxylate (14a) as a yellow solid (3.0 g, 86% yield).1H NMR (300 MHz, CDCl3) δ 8.49 (d, J=1.5 Hz,1H), 8.37 (d, J=5.4 Hz,1H), 7.85 (dd, J=1.6,5.2 Hz,1H), 4.00 (s,3H); MS (ESI+): 264.3 [M+H]+. To a dry flask was added 14a (1 g, 3.8 mmol, 1 equiv), triphenylphosphine (79.7 mg, 0.3 mmol, 0.08 equiv), cuprous iodide (57.9 mg, 0.3 mmol, 0.08 equiv), palladium acetate (34.1 mg, 0.15 mmol, 0.04 equiv), and triethylamine (14 mL). The mixture was degassed with nitrogen and 3-butyn-1-ol (0.53 g, 7.6 mmol) was added and stirred at room temperature for 3 hours. The solvent was removed in vacuum to give a dark colored residue. Purification of the residue by chromatography afforded 14b (R=3-hydroxybut-1-ynyl) as a yellow oil (0.78 g, 100% yield).1H NMR (300 MHz, CDCl3) δ 8.66-8.63 (m,1H), 8.09-8.08 (m,1H), 7.43-7.40 (m,1H), 3.99 (s,3H) , 3.88-3.82 (m,2H), 2.72 (t,J=6.3Hz,2H); MS (ESI+): 206.4 [M+H]+. A solution of 14b (R=3-hydroxybut-1-ynyl) above (0.78 g, 3.8 mmol) was mixed with 10% palladium carbon (0.4 g) in 40 mL of methanol. The flask containing the reaction mixture was purged with hydrogen (1 atm) and stirred overnight at room temperature. After filtration to remove the palladium, the filtrate was concentrated to give 14c (R=3-hydroxybutyl) as an oil (0.77 g, 97% yield).1H NMR (300 MHz, CDCl3) δ 8.60 (d,J=4.5 Hz, 1H), 7.97 (d,J=1.2 Hz, 1H), 7.29 (dd,J=1.6,5.0 Hz, 1H). 3.99 (s,3H), 3.67 (t,J=6.3Hz,2H), 2.72 (t,J=7.7Hz,2H), 1.81-1.69 (m,2H), 1.62-1.54 (m,2H); MS (ESI+): 210.4 [M+H]+.

References

[1] Patent: WO2004/16632, 2004, A2. Location in patent: Page 58-59
[2] Patent: WO2013/86266, 2013, A2. Location in patent: Paragraph 00092
[3] Patent: US9533973, 2017, B2. Location in patent: Page/Page column 34-35

Methyl 4-iodopyridine-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methyl 4-iodopyridine-2-carboxylate manufacturers

Dideu Industries Group Limited

Product: Methyl 4-iodopyridine-2-carboxylate 380381-28-2
Price: US $1.10/g
Min. Order: 1g
Purity: 99.00%
Supply Ability: 100 Tons min
Release date: 2021-09-01

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Methyl 4-iodopyridine-2-carboxylate 98%

Methyl-ioddopicolinate

Methyl4-iodopyridine-2-carboxylate98%

Methyl 4-iodopyridine-2-carboxylate

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Methyl 4-iodopyridine-2-carboxylate ISO 9001：2015 REACH

380381-28-2

Pyridines

Pyridine series

blocks

Carboxes

Iodides