3-Bromo-2-hydroxypyridine
- Product Name
- 3-Bromo-2-hydroxypyridine
- CAS No.
- 13466-43-8
- Chemical Name
- 3-Bromo-2-hydroxypyridine
- Synonyms
- 3-BROMO-2-PYRIDONE;3-BROMO-2-PYRIDINOL;IFLAB-BB F1371-0174;3-BROMO-PYRIDIN-2-OL;3-Bromo-2(1H)-pyridone;3-bromo pyridin-2H -one;3-BROMO-2(1H)-PYRIDINONE;3-bromo-1H-pyridin-2-one;2-hydro-3-bromo pyridine;3-BROMO-2-HYDROXYPYRIDINE
- CBNumber
- CB4747158
- Molecular Formula
- C5H4BrNO
- Formula Weight
- 174
- MOL File
- 13466-43-8.mol
3-Bromo-2-hydroxypyridine Property
- Melting point:
- 179-183 °C
- Boiling point:
- 336.6±42.0 °C(Predicted)
- Density
- 1.776±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 10.53±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to off-white
- Water Solubility
- Slightly soluble in water.
- BRN
- 109846
- InChI
- InChI=1S/C5H4BrNO/c6-4-2-1-3-7-5(4)8/h1-3H,(H,7,8)
- InChIKey
- YDUGVOUXNSWQSW-UHFFFAOYSA-N
- SMILES
- C1(=O)NC=CC=C1Br
- CAS DataBase Reference
- 13466-43-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 36/37/38-41-37/38-22
- Safety Statements
- 26-36-39
- WGK Germany
- 3
- HS Code
- 29337900
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
- 686387
- Product name
- 3-Bromo-2-hydroxypyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $124
- Updated
- 2023/06/20
- Product number
- B2330
- Product name
- 3-Bromo-2-hydroxypyridine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $88
- Updated
- 2025/07/31
- Product number
- B2330
- Product name
- 3-Bromo-2-hydroxypyridine
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $264
- Updated
- 2025/07/31
- Product number
- 160464
- Product name
- 3-Bromo-2-hydroxypyridine
- Packaging
- 1g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- B684555
- Product name
- 3-Bromo-2-hydroxypyridine
- Packaging
- 1g
- Price
- $120
- Updated
- 2021/12/16
3-Bromo-2-hydroxypyridine Chemical Properties,Usage,Production
Chemical Properties
Light yellow powder
Uses
3-Bromo-2-hydroxypyridine is used in the synthesis of pyrazolopyridines as γ-secratase modulators.
Uses
3-Bromo-2-hydroxypyridine is sued as an active ingredient pharmaceuticals, in medicine.
Synthesis
13534-99-1
13466-43-8
The general procedure for the synthesis of 3-bromo-2-hydroxypyridine from 2-amino-3-bromopyridine was as follows: sodium nitrite (24.2 g, 0.35 mol, 4.84 eq.) was dissolved in water (175 mL) at 0 °C and slowly added dropwise to a solution containing 2-amino-3-bromopyridine (12.5 g, 72.4 mmol) and sulfuric acid (35 mL, 0.66 mol , 9.10 eq.) in a solution of water (175 mL). The reaction mixture was stirred at 0 °C for 1 hour. Subsequently, the reaction mixture was neutralized with sodium hydroxide solution to pH=7. The neutralized solution was extracted with chloroform (3 x 200 mL), the organic phases were combined and washed with brine (200 mL), dried over magnesium sulfate, filtered and concentrated in vacuum to afford the milky white solid product 3-bromo-2-hydroxypyridine (11.3 g, 90% yield). The product was characterized as follows: melting point 183 °C; IR (pure) νmax 3339, 3105, 2991, 2942, 1776, 1650, 1610, 1464 cm-1; 1H NMR (500 MHz, CDCl3) δ 7.87 (dd, J = 7.3, 1.9 Hz, 1H), 7.49 (dd, J = 6.4, 1.9 Hz, 1H), 6.24 (dd, J = 7.3, 6.4 Hz, 1H) ppm; 13C NMR (125 MHz, CDCl3) δ 161.9, 143.9, 134.4, 115.7, 107.7 ppm; HRMS (ESI) m/z [M + Na]+ Calculated value: 195.9369, measured value: 195.9373 (deviation +2.07 ppm).
References
[1] Organic Letters, 2016, vol. 18, # 13, p. 3106 - 3109
[2] Synthesis (Germany), 2016, vol. 48, # 20, p. 3575 - 3588
3-Bromo-2-hydroxypyridine Preparation Products And Raw materials
Raw materials
Preparation Products
3-Bromo-2-hydroxypyridine Suppliers
- Tel
- --
- Fax
- --
- info@specs.net
- Country
- The Netherlands
- ProdList
- 6833
- Advantage
- 70
View Lastest Price from 3-Bromo-2-hydroxypyridine manufacturers
- Product
- 3-Bromo-2-hydroxypyridine 13466-43-8
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-09-24
- Product
- 3-Bromo-2-hydroxypyridine 13466-43-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg; 10kg; 100kg
- Release date
- 2019-08-30