ChemicalBook--->CAS DataBase List--->476660-71-6

476660-71-6

476660-71-6 Structure

476660-71-6 Structure
IdentificationBack Directory
[Name]

6-broMo-4-chloro-7-Methoxy-quinoline
[CAS]

476660-71-6
[Synonyms]

6-broMo-4-chloro-7-Methoxy-quinoline
Quinoline, 6-bromo-4-chloro-7-methoxy-
[Molecular Formula]

C10H7BrClNO
[MDL Number]

MFCD22126059
[MOL File]

476660-71-6.mol
[Molecular Weight]

272.526
Chemical PropertiesBack Directory
[Boiling point ]

348.9±37.0 °C(Predicted)
[density ]

1.613±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

3.10±0.30(Predicted)
[Appearance]

Light brown to brown Solid
[InChI]

InChI=1S/C10H7BrClNO/c1-14-10-5-9-6(4-7(10)11)8(12)2-3-13-9/h2-5H,1H3
[InChIKey]

UZQYUZCQWPAWIL-UHFFFAOYSA-N
[SMILES]

N1C2C(=CC(Br)=C(OC)C=2)C(Cl)=CC=1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Raw materials And Preparation ProductsBack Directory
[Raw materials]

6-bromo-7-methoxyquinolin-4-ol-->Quinoline-->7-Bromo-2-chloro-quinoline-->5-Methoxyquinoline
Questions And AnswerBack Directory
[Application]

6-Bromo-4-chloro-7-methoxyquinoline can be used as a pharmaceutical synthesis intermediate.
Spectrum DetailBack Directory
[Spectrum Detail]

6-broMo-4-chloro-7-Methoxy-quinoline(476660-71-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-bromo-7-methoxyquinolin-4-ol

1361235-54-2

6-broMo-4-chloro-7-Methoxy-quinoline

476660-71-6

General procedure for the synthesis of 6-bromo-4-chloro-7-methoxyquinolin-4-ol from 6-bromo-7-methoxyquinolin-4-ol: 6-bromo-7-methoxyquinolin-4-ol (4.17 g, 16.4 mmol) was dissolved in phosphorus trichloride (8 mL, 82 mmol) and the reaction was stirred for 1 h at 110 °C. The reaction was carried out in aqueous solution of saturated sodium carbonate. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice-cooled saturated aqueous sodium carbonate solution with stirring. The solid product in the resulting suspension was collected by filtration, washed well with water and subsequently dried under vacuum overnight to afford the target compound 6-bromo-4-chloro-7-methoxyquinoline (4.6 g, 16 mmol, 97% yield).LCMS assay: retention time (RT) = 1.18 min, mass spectrum (ESI+) m/z: 272, 274 [M+H] +.

[References]

[1] Patent: WO2016/169989, 2016, A1. Location in patent: Page/Page column 54; 55
[2] Patent: WO2017/46036, 2017, A1. Location in patent: Page/Page column 50
[3] Patent: TWI609011, 2017, B. Location in patent: Page/Page column 66; 67
[4] Patent: EP2680844, 2016, B1. Location in patent: Paragraph 0123
[5] Patent: TW2018/8946, 2018, A. Location in patent: Page/Page column 56; 57
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