ChemicalBook > CAS DataBase List > Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate

Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate

Product Name
Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
CAS No.
205448-66-4
Chemical Name
Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
Synonyms
lenvaint-D;4-chloro-7-methoxy...;Lenvatinib Impurity 63;oro-7-methoxy-6-quinoL;Methyl 4-chloro-7-methoxy...;4-Chloro-7-methoxy-6-methoxycarbonylquinoline;Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate;4-chloro-7-methoxy-6-Quinolinecarboxylic acid methyl ester;4-Chloro-7-methoxyquinoline-6-carboxylic acid methyl ester;6-Quinolinecarboxylic acid, 4-chloro-7-methoxy-, methyl ester
CBNumber
CB22525202
Molecular Formula
C12H10ClNO3
Formula Weight
251.67
MOL File
205448-66-4.mol
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Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Property

Melting point:
>125oC (dec.)
Boiling point:
377.4±37.0 °C(Predicted)
Density 
1.320±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
2.98±0.30(Predicted)
color 
Light Orange to Orange
InChI
InChI=1S/C12H10ClNO3/c1-16-11-6-10-7(9(13)3-4-14-10)5-8(11)12(15)17-2/h3-6H,1-2H3
InChIKey
DDDSGYZATMCUDW-UHFFFAOYSA-N
SMILES
N1C2C(=CC(C(OC)=O)=C(OC)C=2)C(Cl)=CC=1
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Safety

HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H303May be harmfulif swallowed

H313May be harmful in contact with skin

H333May be harmful if inhaled

Precautionary statements

P304+P312IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

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N-Bromosuccinimide Price

Usbiological
Product number
456027
Product name
Methyl-4-Chloro-7-methoxyquinoline-6-carboxylate
Packaging
250mg
Price
$333
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0419466
Product name
METHYL-4-CHLORO-7-METHOXYQUINOLINE-6-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$453.04
Updated
2021/12/16
Matrix Scientific
Product number
068403
Product name
6-Quinolinecarboxylic acid
Purity
4-chloro-7-methoxy-methyl ester>95%
Packaging
250mg
Price
$492
Updated
2021/12/16
ChemScene
Product number
CS-0049041
Product name
Methyl4-chloro-7-methoxyquinoline-6-carboxylate
Purity
99.96%
Packaging
25g
Price
$190
Updated
2021/12/16
ChemScene
Product number
CS-0049041
Product name
Methyl4-chloro-7-methoxyquinoline-6-carboxylate
Purity
99.96%
Packaging
5g
Price
$60
Updated
2021/12/16
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Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Chemical Properties,Usage,Production

Chemical Properties

4-Chloro-7-methoxyquinoline-6-carboxylic acid methyl ester is bright yellow or orange solid at room temperature and normal pressure, it belongs to benzene quinoline derivatives, with a certain degree of alkalinity, it is mainly used in the synthesis of drugs, dyes.

Uses

Methyl-4-Chloro-7-methoxyquinoline-6-carboxylate is used pharmaceutically for treating infection after burns. It is also used as reagents in the preparation of naphthamides as inhibitors of vascular endothelial growth factor (VEGF) receptor tyrosine kinase.

Synthesis

205448-65-3

205448-66-4

Methyl 7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylate (3.00 g, 12.86 mmol) was added to thionyl chloride (30.00 mL). N,N-dimethylformamide (93.99 mg, 1.29 mmol) was then added to the reaction system. The reaction solution was heated to an external temperature of 90 °C under nitrogen protection and reacted under reflux conditions for 1 hour. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the aqueous phase was combined and concentrated to dryness. The residue was dissolved in ice water (50 mL) and extracted with ethyl acetate (20 mL x 2). The aqueous phase was then extracted with dichloromethane (30 mL x 5). The dichloromethane phases were combined, washed with sodium chloride solution (20 mL × 2), dried over anhydrous sodium sulfate, and subsequently concentrated under reduced pressure by pumping to afford methyl 4-chloro-7-methoxyquinoline-6-carboxylate (2.60 g, 9.81 mmol) in 76.32% yield and 95% purity as a mixed solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 3.87 (s, 3H), 3.98 (s, 3H), 7.60 (s, 1H), 7.66 (d, J = 4.77 Hz, 1H), 8.41 (s, 1H), 8.83 (d, J = 4.77 Hz, 1H).

References

[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1649 - 1667
[2] Patent: EP3293177, 2018, A1. Location in patent: Paragraph 0251; 0252
[3] Patent: US6809097, 2004, B1. Location in patent: Page column 67
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1668 - 1680
[5] Patent: EP1724268, 2006, A1. Location in patent: Page/Page column 48

Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Suppliers

China 215 India 5 Switzerland 1 United Kingdom 1 United States 8 Global 230
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View Lastest Price from Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate 205448-66-4
Price
US $0.00-0.00/Kg/Bag
Min. Order
100g
Purity
99%min
Supply Ability
100kg
Release date
2021-06-02
Henan Aochuang Chemical Co.,Ltd.
Product
Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate 205448-66-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30
Nanjing Fred Technology Co., Ltd
Product
methyl 4-chloro-7-methoxyquino-line-6-carboxylate 205448-66-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-19

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