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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 725072
- Product name
- 2-Bromo-4-hydroxymethylpyridine
- Purity
- 96%
- Packaging
- 1g
- Price
- $64.2
- Updated
- 2023/06/20
- Product number
- B687885
- Product name
- 2-Bromo-4-hydroxymethylpyridine
- Packaging
- 500mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- B687885
- Product name
- 2-Bromo-4-hydroxymethylpyridine
- Packaging
- 10g
- Price
- $455
- Updated
- 2021/12/16
- Product number
- B10424
- Product name
- 2-Bromo-4-(hydroxymethyl)pyridine
- Purity
- 98%
- Packaging
- 1g
- Price
- $8
- Updated
- 2021/12/16
- Product number
- 021365
- Product name
- 2-Bromo-4-(hydroxymethyl)pyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
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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View Lastest Price from 2-Bromopyridine-4-methanol manufacturers
- 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
- 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
- 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