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Methyl 4-chloro-6-Methoxypicolinate

Product Name
Methyl 4-chloro-6-Methoxypicolinate
CAS No.
204378-37-0
Chemical Name
Methyl 4-chloro-6-Methoxypicolinate
Synonyms
Regorafenib Impurity 125;Levocarnitine Impurity 49;Methyl 4-chloro-6-Methoxypicolinate;2-Pyridinecarboxylic acid, 4-chloro-6-methoxy-, methyl ester
CBNumber
CB92732933
Molecular Formula
C8H8ClNO3
Formula Weight
201.61
MOL File
204378-37-0.mol
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Methyl 4-chloro-6-Methoxypicolinate Property

Boiling point:
290.8±35.0 °C(Predicted)
Density 
1.288±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-1.53±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
M342768
Product name
Methyl4-chloro-6-methoxypicolinate
Packaging
100mg
Price
$200
Updated
2021/12/16
AK Scientific
Product number
0973DU
Product name
Methyl4-chloro-6-methoxypicolinate
Packaging
250mg
Price
$599
Updated
2021/12/16
Matrix Scientific
Product number
153540
Product name
Methyl 4-chloro-6-methoxypicolinate
Purity
95%
Packaging
1g
Price
$5550
Updated
2021/12/16
Ambeed
Product number
A206198
Product name
Methyl4-chloro-6-methoxypicolinate
Purity
95%
Packaging
100mg
Price
$160
Updated
2021/12/16
Alichem
Product number
204378370
Product name
Methyl4-chloro-6-methoxypyridine-2-carboxylate
Packaging
250mg
Price
$680
Updated
2021/12/16
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Methyl 4-chloro-6-Methoxypicolinate Chemical Properties,Usage,Production

Synthesis

1443759-42-9

204378-37-0

General procedure for the synthesis of methyl 4-chloro-6-methoxypyridine-2-carboxylate from methyl 4-amino-6-methoxy-pyridine-2-carboxylate: to a mixture of 1.25 mL (10.5 mmol) of tert-butyl nitrite and 1.42 g (10.5 mmol) of copper(II) chloride in 40 mL of acetonitrile was added slowly, dropwise, at 40 °C, 1.20 g (6.59 mmol) of 4- methyl amino-6-methoxy-pyridine-2-carboxylate dissolved in 10 mL of acetonitrile. The reaction mixture was stirred at 80 °C for 1 h and then poured into ice water, acidified with 4 M aqueous HCl and extracted with EtOAc. The combined organic phases were dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. The crude product was purified by fast chromatography (eluent ratio: petroleum ether/EtOAc 3/1→2/1). A product of 650 mg was obtained in 49% yield. eSI-MS: m/z = 202 (M + H)+. hPLC retention time: 1.12 min (Method 5).

References

[1] Patent: WO2013/87805, 2013, A1. Location in patent: Page/Page column 75
[2] Patent: US2013/158042, 2013, A1. Location in patent: Paragraph 0477; 0478; 0479; 0480; 0481

Methyl 4-chloro-6-Methoxypicolinate Preparation Products And Raw materials

Raw materials

Preparation Products

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