ChemicalBook--->CAS DataBase List--->13472-85-0

13472-85-0

13472-85-0 Structure

13472-85-0 Structure
IdentificationMore
[Name]

5-Bromo-2-methoxypyridine
[CAS]

13472-85-0
[Synonyms]

2-METHOXY-5-BROMOPYRIDINE
5-BROMO-2-METHOXYPYRIDINE
PYRIDINE, 5-BROMO-2-METHOXY-
5-BROMO-2-METHOXYPRIDINE
2-METHOXY-5-BROMOPYRIDINE 5-BROMO-2-METHOXY-PYRIDINE
5-Bromo-2-methoxypyridine 95%
13472-85-0
5-Bromo-2-methoxypyridine ,98%
[EINECS(EC#)]

603-856-9
[Molecular Formula]

C6H6BrNO
[MDL Number]

MFCD01318952
[Molecular Weight]

188.02
[MOL File]

13472-85-0.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow liquid
[Boiling point ]

80 °C/12 mmHg (lit.)
[density ]

1.453 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.555(lit.)
[Fp ]

205 °F
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Liquid
[pka]

1.04±0.10(Predicted)
[color ]

Clear colorless to slightly yellow
[Specific Gravity]

1.453
[Detection Methods]

HPLC,GC,NMR
[BRN ]

115150
[InChI]

InChI=1S/C6H6BrNO/c1-9-6-3-2-5(7)4-8-6/h2-4H,1H3
[InChIKey]

XADICJHFELMBGX-UHFFFAOYSA-N
[SMILES]

C1(OC)=NC=C(Br)C=C1
[LogP]

0.952
[CAS DataBase Reference]

13472-85-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P302+P352-P305+P351+P338
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[REACH Registrations]

Active
[HazardClass ]

IRRITANT
[HS Code ]

29333990
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrabutylammonium methoxide-->3-Bromo-2-methoxypyridine-->2-Hydroxy-5-bromopyridine-->5-Bromo-2-chloropyridine-->2-Methoxy-3,5-dibromo-pyridine-->2,5-Dibromopyridine-->5-Amino-2-methoxypyridine-->Methanol-->2-Methoxypyridine-->5-Bromo-2-nitropyridine
[Preparation Products]

6-Methoxynicotinaldehyde-->2-Hydroxy-5-formylpyridine-->5-Bromo-3-chloro-2-pyridinone-->5-Bromo-3-fluoro-2-pyridinone-->2-Methoxy-5-pyridineboronic acid-->5-Bromo-2-methoxy-3-nitro-pyridine-->5-Bromo-2-chloropyridine-->5-Acetyl-2-methoxypyridine, 97%-->5-(2-Pyridyl)-1,2-dihydropyridin-2-one
Hazard InformationBack Directory
[Chemical Properties]

Light yellow liquid
[Uses]

A building block for the β-alanine moiety of an αvβ3 antagonist and for the synthesis of a potent and selective somatostatin sst3 receptor antagonist.
[Synthesis]

2,5-Dibromopyridine

624-28-2

5-Bromo-2-methoxypyridine

13472-85-0

Step 1. 2,5-dibromopyridine (5.5 g, 23.2 mmol) and sodium methanolate (3.76 g, 69.6 mmol) were dissolved in methanol (60 mL), and the mixture was placed in a sealed reaction vessel and heated to react for 42 hours at 70 °C. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with water (50 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the light yellow oily product 5-bromo-2-methoxypyridine (4.1 g, 95% yield). Thin layer chromatography (TLC) analytical conditions: 10% ethyl acetate/90% hexane, Rf value of 0.57.

[References]

[1] Patent: US2002/65296, 2002, A1
[2] Patent: US2004/102636, 2004, A1
[3] Patent: EP1042305, 2005, B1. Location in patent: Page/Page column 32-33
[4] Tetrahedron, 1985, vol. 41, # 7, p. 1373 - 1384
[5] Patent: EP1308441, 2003, A1
Spectrum DetailBack Directory
[Spectrum Detail]

5-Bromo-2-methoxypyridine(13472-85-0)1HNMR
5-Bromo-2-methoxypyridine(13472-85-0)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Bromo-2-methoxypyridine, 97%(13472-85-0)
[Alfa Aesar]

5-Bromo-2-methoxypyridine, 98%(13472-85-0)
[Sigma Aldrich]

13472-85-0(sigmaaldrich)
[TCI AMERICA]

5-Bromo-2-methoxypyridine(13472-85-0)
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