ChemicalBook--->CAS DataBase List--->146679-66-5

146679-66-5

146679-66-5 Structure

146679-66-5 Structure
IdentificationBack Directory
[Name]

3-Bromopyridine-4-methanol
[CAS]

146679-66-5
[Synonyms]

(3-Bromopyridin-4-yl)
METHYL 6-BROMOPYRA...
3-Bromopyridine-4-methanol
3-Bromo-4-pyridinemethanol
(3-Bromo-4-pyridyl)methanol
4-PyridineMethanol, 3-broMo-
(3-Bromo-4-pyridinyl)methanol
3-Bromo-4-(hydroxymethyl)pyridine
3-Bromopyridine-4-methanol ISO 9001:2015 REACH
[Molecular Formula]

C6H6BrNO
[MDL Number]

MFCD11847285
[MOL File]

146679-66-5.mol
[Molecular Weight]

188.02
Chemical PropertiesBack Directory
[Boiling point ]

287.1±25.0 °C(Predicted)
[density ]

1.668±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

12.72±0.10(Predicted)
[Appearance]

Off-white to light yellow Solid
[InChI]

InChI=1S/C6H6BrNO/c7-6-3-8-2-1-5(6)4-9/h1-3,9H,4H2
[InChIKey]

LQBUZBOVEZBDEB-UHFFFAOYSA-N
[SMILES]

C1=NC=CC(CO)=C1Br
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H315-H335
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

3-Bromopyridine-4-methanol(146679-66-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-BROMO-4-FORMYLPYRIDINE

70201-43-3

3-Bromopyridine-4-methanol

146679-66-5

General procedure for the synthesis of 3-bromopyridine-4-methanol from 3-bromopyridine-4-aldehyde: To a solution of 3-bromo-4-pyridinecarboxaldehyde (3.0 g, 16.2 mmol) in anhydrous methanol (40 mL) was slowly added NaBH4 (0.736 g, 19.5 mmol) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 2 h under nitrogen protection. After completion of the reaction, the solvent was removed by distillation under reduced pressure. To the residue, water and ethyl acetate were added for extraction, and the organic layer was separated and washed with distilled water, dried over anhydrous Na2SO4, and finally concentrated under reduced pressure to obtain the target product 3-bromopyridine-4-methanol (3.021 g, 100% yield) as a white powder. The structure of the product was determined by 1H NMR (CDCl3, 300 MHz, 298K, δ ppm): 8.61 (s, 1H), 8.51 (d, 1H, J = 4.8 Hz), 7.55 (d, 1H, J = 4.8 Hz), 4.76 (s, 2H), 2.89 (s, 1H); 13C NMR (CDCl3, 75.5MHz, 298K, δ ppm) 298K, δ ppm): 151.14, 149.45, 148.54, 122.47, 119.90, 63.47; GC/MS (m/z): 188; IR (KBr, v, cm-1): 3152, 2894, 2829, 1593, 1447, 1401, 1333, 1223, 1170. 1070, 1024, 834, 705, 599 Confirmed.

[References]

[1] Patent: EP2759536, 2014, A1. Location in patent: Paragraph 0067; 0068
[2] Patent: WO2014/114742, 2014, A1. Location in patent: Page/Page column 25
[3] Patent: WO2015/25172, 2015, A1. Location in patent: Page/Page column 90
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 20, p. 8309 - 8313
[5] Organic Letters, 2008, vol. 10, # 13, p. 2701 - 2704
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