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55849-30-4

55849-30-4 Structure

55849-30-4 Structure
IdentificationMore
[Name]

5-Bromo-2-ethoxypyridine
[CAS]

55849-30-4
[Synonyms]

2-ETHOXY-5-BROMOPYRIDINE
5-BROMO-2-ETHOXYPYRIDINE
PYRIDINE, 5-BROMO-2-ETHOXY-
2-Ethoxypyridine-5-bromopyridine
5-Bromo-2-ethyxoypyridine
5-bromo-2-ethyloxypyridine
5-BROMO-2-ETHOXYPYRIDINE , 98+%
[Molecular Formula]

C7H8BrNO
[MDL Number]

MFCD00234311
[Molecular Weight]

202.05
[MOL File]

55849-30-4.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow Cryst
[Melting point ]

32-36 °C (lit.)
[Boiling point ]

107°C/33mmHg(lit.)
[density ]

1.449±0.06 g/cm3(Predicted)
[Fp ]

218 °F
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

soluble in Methanol
[form ]

Solid
[pka]

1.68±0.22(Predicted)
[color ]

Off-white to pale yellow
[InChI]

InChI=1S/C7H8BrNO/c1-2-10-7-4-3-6(8)5-9-7/h3-5H,2H2,1H3
[InChIKey]

WQXZKMUZWPUZGL-UHFFFAOYSA-N
[SMILES]

C1(OCC)=NC=C(Br)C=C1
[CAS DataBase Reference]

55849-30-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

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

3
[Hazard Note ]

Harmful
[HazardClass ]

IRRITANT
[HS Code ]

29333990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2,5-Dibromopyridine-->Ethanol-->Sodium ethoxide-->N,N-Dimethylformamide-->Sodium
[Preparation Products]

(6-Ethoxypyridin-3-yl)boronic acid-->GSK2190915 (sodiuM salt)-->5-Amino-2-ethoxypyridine-->2-Ethoxypyridine-->2-Ethoxy-5-ethynylpyridine-->3-bromo-6-ethoxy-2-Pyridinecarbonitrile
Hazard InformationBack Directory
[Chemical Properties]

Light yellow Cryst
[Synthesis]

2,5-Dibromopyridine

624-28-2

Ethanol

64-17-5

5-Bromo-2-ethoxypyridine

55849-30-4

The general procedure for the synthesis of 5-bromo-2-ethoxypyridine from 2,5-dibromopyridine and ethanol was as follows: freshly cut sodium metal (74 mg, 3.2 mmol) was dissolved in anhydrous ethanol (1.2 mL), followed by the addition of a solution of 2,5-dibromopyridine (236 mg, 1 mmol) in dimethylformamide (DMF, 3 mL). The reaction mixture was stirred at 80 °C for 1 h and subsequently cooled to room temperature. Upon completion of the reaction, the reaction was quenched with deionized water (4 mL) and extracted three times with ether. The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. Purification of the residue by fast column chromatography afforded the target product 5-bromo-2-ethoxypyridine as a white solid (192 mg, 95% yield). Mass spectrometry (MS) analysis showed (M+H)+ peaks at m/z 202 and 204.

[References]

[1] Patent: WO2009/155527, 2009, A2. Location in patent: Page/Page column 127
[2] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 275,282
Spectrum DetailBack Directory
[Spectrum Detail]

5-Bromo-2-ethoxypyridine(55849-30-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

5-Bromo-2-ethoxypyridine, 97%(55849-30-4)
[Sigma Aldrich]

55849-30-4(sigmaaldrich)
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