4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline

Product Name: 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline
CAS No.: 196603-96-0
Chemical Name: 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline
Synonyms: 4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol;4-(4-bromo-2-fluoroanilino)-6-methoxy-1H-quinazolin-7-one;4-[(4-Bromo-2-fluorophenyl)amino]-6-methoxy-7-Quinazolinol;4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline;7-Quinazolinol, 4-[(4-broMo-2-fluorophenyl)aMino]-6-Methoxy-;6-Methoxy-7-hydroxy-4-(2''-fluoro-4''-broMoaniline)quinazoline;4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline ISO 9001：2015 REACH
CBNumber: CB92520761
Molecular Formula: C15H11BrFN3O2
Formula Weight: 364.17
MOL File: 196603-96-0.mol

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4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline Property

Melting point:: 268-270 °C
Boiling point:: 471.0±45.0 °C(Predicted)
Density: 1.663
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO (Slightly), Methanol (Slightly, Heated)
form: Solid
pka: 5.51±0.40(Predicted)
color: White to Off-White
InChI: InChI=1S/C15H11BrFN3O2/c1-22-14-5-9-12(6-13(14)21)18-7-19-15(9)20-11-3-2-8(16)4-10(11)17/h2-7,21H,1H3,(H,18,19,20)
InChIKey: XIHOMGRMQWNHHB-UHFFFAOYSA-N
SMILES: N1=C2C(C=C(OC)C(O)=C2)=C(NC2=CC=C(Br)C=C2F)N=C1

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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

H335May cause respiratory irritation

Precautionary statements

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

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: B684630
Product name: 4-[(4-Bromo-2-fluorophenyl)amino]-6-methoxy-7-Quinazolinol
Packaging: 1g
Price: $185
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0046867
Product name: 4-(4-BROMO-2-FLUORO-PHENYLAMINO)-6-METHOXY-QUINAZOLIN-7-OL
Purity: 95.00%
Packaging: 5MG
Price: $501.41
Updated: 2021/12/16

Matrix Scientific

Product number: 100542
Product name: 4-((4-Bromo-2-fluorophenyl)amino)-6-methoxyquinazolin-7-ol
Purity: 95+%
Packaging: 250mg
Price: $742
Updated: 2021/12/16

Matrix Scientific

Product number: 100542
Product name: 4-((4-Bromo-2-fluorophenyl)amino)-6-methoxyquinazolin-7-ol
Purity: 95+%
Packaging: 1g
Price: $1647
Updated: 2021/12/16

Chemenu

Product number: CM142122
Product name: 4-((4-Bromo-2-fluorophenyl)amino)-6-methoxyquinazolin-7-ol
Purity: 95%
Packaging: 1g
Price: $122
Updated: 2021/12/16

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4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline Chemical Properties,Usage,Production

Uses

4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazolin is used in the synthesis of [18F]-(R)-FEPAQ, a potential PET imaging agent for VEGFR2. This would be helpful in the imaging of VEGFR in cance r patients.

Synthesis

768350-54-5

196603-96-0

General procedure for the synthesis of 4-(4-bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline from 7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine: the intermediate 7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine (1.30 g, 2.86 mmol) was dissolved in trifluoroacetic acid (15 mL) and the solution was heated to reflux for 1.5 hours. Upon completion of the reaction, the solution was cooled to room temperature and concentrated under reduced pressure. Methanol (20 mL) was added to the residual brown solid and the pH was adjusted with concentrated ammonium hydroxide solution to 11. The mixture was concentrated under reduced pressure and dried under high vacuum, and then purified by fast column chromatography on a silica gel column (20 g) with the eluent being a dichloromethane solution of 5-20% methanol. This step afforded the target product 4-(4-bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (1.03 g, 99% yield) as a light yellow solid.1H NMR (300 MHz, DMSO-d6): δ 10.5 (br s, 1H), 9.53 (br s, 1H), 8.34 (s, 1H), 7.81 (s, 1H). 7.63 (d, 1H, J = 9.6 Hz), 7.54 (dd, 1H, J = 8.4, 7.8 Hz), 7.44 (d, 1H, J = 8.4 Hz), 7.12 (s, 1H), 3.95 (s, 3H).13C NMR (75 MHz, DMSO-d6): δ 156.77, 156.49, 152.92, 152.62, 148.62, 146.74, 129.40, 127.39, 126.46 (d, J = 12 Hz), 119.23 (d, J = 23.2 Hz), 117.4 (d, J = 8.3 Hz), 109.96, 108.08, 102.23, 56.09.

References

[1] Patent: WO2005/97134, 2005, A2. Location in patent: Page/Page column 17-18; figure 2
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 11, p. 3222 - 3226
[3] Patent: US2010/75916, 2010, A1. Location in patent: Page/Page column 16
[4] Patent: WO2005/13998, 2005, A1. Location in patent: Page/Page column 75-76
[5] Patent: WO2012/30160, 2012, A2. Location in patent: Page/Page column 52

4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline Suppliers

Canada 1 China 95 India 1 United States 4 Global 101

Weifang Ding Hong Pharmaceutical Technology Co., Ltd.

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View Lastest Price from 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline manufacturers

Nanjing Fred Technology Co., Ltd

Product: 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline 196603-96-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-28

Yangzhou Qinyuan Pharmatech Co.,ltd

Product: 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline 196603-96-0
Price: US $10.00/g
Min. Order: 10g
Purity: 0.99
Supply Ability: 1ton
Release date: 2024-10-31

Career Henan Chemical Co

Product: 4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol 196603-96-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-08-20

196603-96-0, 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazolineRelated Search:

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4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline ISO 9001：2015 REACH

196603-96-0