2-Chloro-5-hydroxymethylpyridine
- Product Name
- 2-Chloro-5-hydroxymethylpyridine
- CAS No.
- 21543-49-7
- Chemical Name
- 2-Chloro-5-hydroxymethylpyridine
- Synonyms
- (6-CHLOROPYRIDIN-3-YL)METHANOL;oro-3-pyridinyL;2-Chloro-5-Hydroxymethyl;6-CHLOROPYRIDINE-3-METHANOL;6-CHLORO-3-PYRIDINEMETHANOL;2-Chloro-5-pyridinemethanol;3-PyridineMethanol,6-chloro-;(6-Chlorpyridin-3-yl)methanol;(6-CHLORO-3-PYRIDINYL)METHANOL;2-Chloro-5-(hydroxymethyl)pyri
- CBNumber
- CB4157632
- Molecular Formula
- C6H6ClNO
- Formula Weight
- 143.57
- MOL File
- 21543-49-7.mol
2-Chloro-5-hydroxymethylpyridine Property
- Melting point:
- 51-54 °C (lit.)
- Boiling point:
- 120°C 0,4mm
- Density
- 1.280
- Flash point:
- >230 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- soluble in Methanol
- form
- Powder or Low Melting Solid
- pka
- 13.32±0.10(Predicted)
- color
- White to brown
- BRN
- 1525126
- InChI
- InChI=1S/C6H6ClNO/c7-6-2-1-5(4-9)3-8-6/h1-3,9H,4H2
- InChIKey
- GOXYBEXWMJZLJB-UHFFFAOYSA-N
- SMILES
- C1=NC(Cl)=CC=C1CO
- CAS DataBase Reference
- 21543-49-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 536016
- Product name
- 2-Chloro-5-hydroxymethylpyridine
- Purity
- 98%
- Packaging
- 5g
- Price
- $171
- Updated
- 2023/06/20
- Product number
- 536016
- Product name
- 2-Chloro-5-hydroxymethylpyridine
- Purity
- 98%
- Packaging
- 25g
- Price
- $214
- Updated
- 2023/06/20
- Product number
- C1897
- Product name
- 6-Chloro-3-pyridinemethanol
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $64
- Updated
- 2025/07/31
- Product number
- C1897
- Product name
- 6-Chloro-3-pyridinemethanol
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $192
- Updated
- 2025/07/31
- Product number
- C585705
- Product name
- 2-Chloro-5-hydroxymethylpyridine
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
2-Chloro-5-hydroxymethylpyridine Chemical Properties,Usage,Production
Chemical Properties
White solid
Uses
2-Chloro-5-hydroxymethylpyridine is a metabolite of the active substance 2-chloro-5,6-dihydroxymethylpyridine (mk-0674), which has been shown to inhibit cytochrome P450 enzymes. It is found in urine samples from patients treated with mk-0674 and can be used to monitor the efficacy of treatment.
Synthesis
5326-23-8
21543-49-7
To a tetrahydrofuran (THF, 30 mL) solution of methyl 6-chloronicotinate (1.08 g, 0.009 mol) was added dropwise lithium aluminum hydride (1 M solution of THF, 7.5 mL, 0.0075 mol) at 0 °C and under nitrogen protection. The reaction mixture was gradually warmed to room temperature and stirred continuously for 3 hours. Subsequently, the reaction mixture was cooled to 0 °C, diluted with ethyl acetate and the reaction was quenched by slow addition of water (2 mL). The mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by fast column chromatography with the eluent ethyl acetate:hexane (40:60, v/v) to give the target compound 2-chloro-5-hydroxymethylpyridine. Yield: 0.55 g. 1H-NMR (CDCl3, 400 MHz) δ ppm: 2.09 (broad peak, 1H), 4.72 (single peak, 2H), 7.31-7.34 (double peak, J = 8.1 Hz, 1H), 7.68-7.71 (double-double peak, J = 2.2, 8.4 Hz, 1H), 8.36 (single peak, 1H). Mass spectra (m/z): 144.1, 146.0 ([M + H]+).
References
[1] Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S99-S101
[2] Journal of Organic Chemistry, 1999, vol. 64, # 23, p. 8576 - 8581
[3] Synthesis, 1998, # 9, p. 1335 - 1338
[4] Journal of Organic Chemistry, 1993, vol. 58, # 21, p. 5600 - 5602
[5] Journal of Organic Chemistry, 1998, vol. 63, # 3, p. 760 - 768
2-Chloro-5-hydroxymethylpyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Chloro-5-hydroxymethylpyridine manufacturers
- Product
- 2-Chloro-5-hydroxymethylpyridine 21543-49-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100tons
- Release date
- 2025-11-20
- Product
- 2-Chloro-5-hydroxymethylpyridine 21543-49-7
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-26
- Product
- 2-Chloro-5-hydroxymethylpyridine 21543-49-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%-100%
- Supply Ability
- 1
- Release date
- 2018-08-10