ChemicalBook > CAS DataBase List > 2-Bromopyridine-4-methanol

2-Bromopyridine-4-methanol

Product Name
2-Bromopyridine-4-methanol
CAS No.
118289-16-0
Chemical Name
2-Bromopyridine-4-methanol
Synonyms
CAS:118289-16-0;RARECHEM AL BD 1524;Bromopyridine-4-Methanol;2-BROMOPYRIDINE-4-METHANOL;2-Bromopyridine-4-methano1;2-BROMO-4-PYRIDINE METHANOL;(2-bromo-4-pyridyl)methanol;4-Pyridinemethanol, 2-bromo-;2-Bromopyridine-4-methanol ,96%;4-Hydroxymethyl-2-bromopyridine
CBNumber
CB4367567
Molecular Formula
C6H6BrNO
Formula Weight
188.02
MOL File
118289-16-0.mol
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2-Bromopyridine-4-methanol Property

Melting point:
58-61°C
Boiling point:
316.6±27.0 °C(Predicted)
Density 
1.668±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
13.06±0.10(Predicted)
color 
White
BRN 
4244047
InChI
InChI=1S/C6H6BrNO/c7-6-3-5(4-9)1-2-8-6/h1-3,9H,4H2
InChIKey
IQNUGAFIKDRYRP-UHFFFAOYSA-N
SMILES
C1(Br)=NC=CC(CO)=C1
CAS DataBase Reference
118289-16-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36-37-22
WGK Germany 
1
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
725072
Product name
2-Bromo-4-hydroxymethylpyridine
Purity
96%
Packaging
1g
Price
$64.2
Updated
2023/06/20
TRC
Product number
B687885
Product name
2-Bromo-4-hydroxymethylpyridine
Packaging
500mg
Price
$50
Updated
2021/12/16
TRC
Product number
B687885
Product name
2-Bromo-4-hydroxymethylpyridine
Packaging
10g
Price
$455
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
B10424
Product name
2-Bromo-4-(hydroxymethyl)pyridine
Purity
98%
Packaging
1g
Price
$8
Updated
2021/12/16
Matrix Scientific
Product number
021365
Product name
2-Bromo-4-(hydroxymethyl)pyridine
Purity
97%
Packaging
1g
Price
$10
Updated
2021/12/16
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2-Bromopyridine-4-methanol Chemical Properties,Usage,Production

Chemical Properties

2-Bromopyridine-4-methanol is a white to brown powder, it is stable under normal conditions.

Uses

2-Bromo-4-hydroxymethylpyridine is used to synthesize aza- and diazabiphenyl analogs of the antitubercular drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824). It is also used to N3/8-disubstituted 3,8-diazabicyclo[3.2.1]octane analogues of 3,8-bis[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl-piperazine with antiproliferative properties.

Health Hazard

Contact with 2-Bromopyridine-4-methanol causes skin irritation and serious eye irritation.

Synthesis

66572-56-3

118289-16-0

General procedure for the synthesis of 2-bromo-4-pyridinemethanol from 2-bromo-4-pyridinecarboxylic acid: To a solution of tetrahydrofuran (30 mL) containing 2-bromo-4-pyridinecarboxylic acid (2 g, 9.9 mmol, 1.0 eq.) was added drop-wise the boron trifluoride ether compound (4.18 g, 29.7 mmol, 3.0 eq.) at 0 °C. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction mixture was transferred to ice water and the product was extracted with ethyl acetate. The organic layers were combined, washed with brine solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2-bromo-4-pyridine methanol (1.4 g, 75.21% yield). Mass spectrum (electrospray): m/z 189.65 [M]+.

References

[1] Patent: WO2018/71794, 2018, A1. Location in patent: Paragraph 00983; 00984
[2] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[3] Journal of Medicinal Chemistry, 1997, vol. 40, # 18, p. 2866 - 2875
[4] Patent: US2005/54654, 2005, A1. Location in patent: Page/Page column 36
[5] Patent: EP2098517, 2009, A1. Location in patent: Page/Page column 32

2-Bromopyridine-4-methanol Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Bromopyridine-4-methanol Suppliers

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View Lastest Price from 2-Bromopyridine-4-methanol manufacturers

Hebei Fengjia New Material Co., Ltd
Product
2-Bromopyridine-4-methanol 118289-16-0
Price
US $30.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100 tons
Release date
2024-08-09
Hebei Chuanghai Biotechnology Co., Ltd
Product
2-Bromopyridine-4-methanol 118289-16-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-25
Henan Aochuang Chemical Co.,Ltd.
Product
2-Bromopyridine-4-methanol 118289-16-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-22

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