4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline
- Product Name
- 4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline
- CAS No.
- 190728-25-7
- Chemical Name
- 4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline
- Synonyms
- Benzenam;PDGFR-IN-2;4-(6,7-Dimethoxy-quinoL;Cabozantinib Amine Analog;Intermediate 1 of Cabozantinib;Cabozantinib Genotoxic Impurity I;4-[(6,7-dimethoxy-4-quinolinyl)oxy]-;4-(6,7-dimethoxy quinolinoxy) aniline;4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline;6,7-Dimethoxy-4-(4-aminophenoxy)quinoline
- CBNumber
- CB52652846
- Molecular Formula
- C17H16N2O3
- Formula Weight
- 296.32
- MOL File
- 190728-25-7.mol
4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline Property
- Melting point:
- 211.0 to 215.0 °C
- Boiling point:
- 481.8±45.0 °C(Predicted)
- Density
- 1.246±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly, Sonicated), Methanol (Slightly)
- form
- powder to crystal
- pka
- 6.79±0.30(Predicted)
- color
- Light yellow to Brown
- InChI
- InChI=1S/C17H16N2O3/c1-20-16-9-13-14(10-17(16)21-2)19-8-7-15(13)22-12-5-3-11(18)4-6-12/h3-10H,18H2,1-2H3
- InChIKey
- VXEQRXJATQUJSN-UHFFFAOYSA-N
- SMILES
- C1(N)=CC=C(OC2C3C(N=CC=2)=CC(OC)=C(OC)C=3)C=C1
Safety
- HS Code
- 2933.49.7000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- D5070
- Product name
- 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline
- Packaging
- 200mg
- Price
- $140
- Updated
- 2025/07/31
- Product number
- D5070
- Product name
- 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline
- Packaging
- 1g
- Price
- $414
- Updated
- 2025/07/31
- Product number
- 43936
- Product name
- 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline,≥98%(HPLC)
- Purity
- ≥98%(HPLC)
- Packaging
- 1G
- Price
- $540.8
- Updated
- 2021/12/16
- Product number
- J90694
- Product name
- 4-(6,7-Dimethoxy-quinolin-4-yloxy)-phenylamine
- Packaging
- 1g
- Price
- $20
- Updated
- 2021/12/16
- Product number
- A138452
- Product name
- 4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline
- Purity
- 97%
- Packaging
- 5g
- Price
- $54
- Updated
- 2021/12/16
4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline Chemical Properties,Usage,Production
Uses
4-(6,7-Dimethoxy-Quinolin-4-Yloxy)-Phenylamine is used in preparation of Cabozantinib Defluorination impurity.
Chemical Reactivity
4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline is a primary alcohol that has been shown to catalyze the reaction of potassium carbonate with an alkali metal hydroxide to produce potassium. It has also been shown to be a base catalyst for the reaction of cyclopropanecarboxylic acid with an alcohol ester to produce high yield.
Synthesis
190728-24-6
190728-25-7
Step 2: Synthesis of 4-[(6,7-dimethoxyquinolin-4-yl)oxy]aniline (99) To a 1:1 MeOH/THF (50 mL) mixed solvent of 6,7-dimethoxy-4-(4-nitrophenoxy)quinoline (98) (0.25 g, 0.77 mmol) was added a solution of zinc powder (0.55 g, 8.4 mmol) and ammonium chloride (0.085 g, 1.6 mmol) in water (5 mL). The reaction mixture was heated to reflux for 2 hours. Upon completion of the reaction, the insoluble material was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure. The concentrated residue was dissolved in dichloromethane, washed sequentially with water and saturated saline, and the organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the crude product 99 (0.25 g, >100% yield), which can be used directly in the next reaction without further purification. Mass spectrometry (MS) data: m/z 297.1 ([M+H]+).
References
[1] Patent: US2008/4273, 2008, A1. Location in patent: Page/Page column 86
[2] Patent: CN108264482, 2018, A. Location in patent: Paragraph 0022; 0027
[3] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 23, p. 5117 - 5133
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2018, vol. 61, # 1, p. 11 - 17
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 14, p. 6277 - 6292
4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline Preparation Products And Raw materials
Raw materials
Preparation Products
4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline Suppliers
- Tel
- 18001856580
- Fax
- QQ：2415195517
- 2415195517@qq.com
- Country
- China
- ProdList
- 44
- Advantage
- 58
- Tel
- 18866895588
- Fax
- 0531-82777287
- dingjiaying@shiningpharm.com
- Country
- China
- ProdList
- 163
- Advantage
- 55
- Tel
- 15380804498
- 330062898@qq.com
- Country
- China
- ProdList
- 241
- Advantage
- 58
- Tel
- 022-60116533 13207668525
- Fax
- 022-60979672
- saleskc@scipharmacn.com
- Country
- China
- ProdList
- 603
- Advantage
- 58
- Tel
- 021-60451683 15021268886
- Fax
- +86-21-60451682
- sales@arborchemical.com
- Country
- China
- ProdList
- 896
- Advantage
- 55
- Tel
- 022-60189726 18812034280
- Fax
- 86-22-60979672
- 188120342808@163.com
- Country
- China
- ProdList
- 142
- Advantage
- 61
- Tel
- 400-6009262 16621234537
- Fax
- 021-64823266
- chenyj@titansci.com
- Country
- China
- ProdList
- 14101
- Advantage
- 59
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 021-34622192 13917187091
- Fax
- 86-21-34622765
- 1021708276@qq.com
- Country
- China
- ProdList
- 81
- Advantage
- 57
- Tel
- 0555-8228058 13621628489
- Fax
- 0512-63261912
- sales1@stepuppharm.com
- Country
- China
- ProdList
- 259
- Advantage
- 55
View Lastest Price from 4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline manufacturers
- Product
- 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline 190728-25-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2023-12-26
- Product
- 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline 190728-25-7
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-30
- Product
- BenzenaMine, 4-[(6,7-diMethoxy-4-quinolinyl)oxy]- 190728-25-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98.0%min
- Supply Ability
- 100kg
- Release date
- 2023-03-11