alpha-(4-chlorophenyl)pyridine-2-methanol
- Product Name
- alpha-(4-chlorophenyl)pyridine-2-methanol
- CAS No.
- 27652-89-7
- Chemical Name
- alpha-(4-chlorophenyl)pyridine-2-methanol
- Synonyms
- (4-Chlorophenyl)(pyridin-2-yl)Methanol;alpha-(4-chlorophenyl)-2-pyridinemethanol;NSC 31264;NSC 47970;pha-(4-ChL;Einecs 248-592-1;Carbexamine Impurity A;Carbinoxamine USP RC B;Bepotastine Impurity 7;Carbinoxamine Impurity A
- CBNumber
- CB7885550
- Molecular Formula
- C12H10ClNO
- Formula Weight
- 219.67
- MOL File
- 27652-89-7.mol
alpha-(4-chlorophenyl)pyridine-2-methanol Property
- Melting point:
- 78-80?C
- Boiling point:
- 364.3±32.0 °C(Predicted)
- Density
- 1.275±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.46±0.20(Predicted)
- color
- Off-White to Grey
- InChI
- InChI=1S/C12H10ClNO/c13-10-6-4-9(5-7-10)12(15)11-3-1-2-8-14-11/h1-8,12,15H
- InChIKey
- ZFUPOFQRQNJDNS-UHFFFAOYSA-N
- SMILES
- C(C1N=CC=CC=1)(C1C=CC(Cl)=CC=1)O
Safety
- HS Code
- 2933399090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- S377473
- Product name
- ALPHA-(4-CHLOROPHENYL)-2-PYRIDINEMETHANOL
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $113
- Updated
- 2025/07/31
- Product number
- S377473
- Product name
- ALPHA-(4-CHLOROPHENYL)-2-PYRIDINEMETHANOL
- Purity
- AldrichCPR
- Packaging
- 250MG
- Price
- $110
- Updated
- 2024/03/01
- Product number
- C2646
- Product name
- alpha-(4-Chlorophenyl)-2-pyridinemethanol
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $193
- Updated
- 2025/07/31
- Product number
- C2646
- Product name
- alpha-(4-Chlorophenyl)-2-pyridinemethanol
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $675
- Updated
- 2025/07/31
- Product number
- 21861
- Product name
- 4-Chlorophenyl-2-pyridinylmethanol
- Purity
- ≥98%
- Packaging
- 10 g
- Price
- $354
- Updated
- 2024/03/01
alpha-(4-chlorophenyl)pyridine-2-methanol Chemical Properties,Usage,Production
Chemical Properties
Light-Brown Solid
Uses
α-(4-Chlorophenyl)-2-pyridinemethanol is used as a reagent in the synthesis of Carbinoxamine (Maleate salt: C175920), a histamine H1 antagonist. α-(4-Chlorophenyl)-2-pyridinemethanol is also an intermediate in the synthesis of Bepotastine besylate (B317000), a non-sedating H1-antagonist that has anti-inflammatory activity.
Synthesis
1121-60-4
106-39-8
27652-89-7
Magnesium chips (5.37 g, 223.75 mmol, 3.0 eq.) were suspended in anhydrous tetrahydrofuran (60 mL) under argon protection and the reaction was initiated by the addition of iodine crystals (2) and 1,2-dibromoethane (2 drops). Subsequently, anhydrous tetrahydrofuran solution of 4-bromochlorobenzene (25.76 g, 134.39 mmol, 1.8 eq.) was slowly added dropwise for 1 h at room temperature. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 1 hour. Next, anhydrous tetrahydrofuran (19 mL) solution of pyridine-2-carboxaldehyde (8 g, 74.68 mmol) was added dropwise at the same temperature, and stirring was continued for 2 hours after completion of the dropwise addition. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Purification by silica gel column chromatography with 40% ethyl acetate/hexane as eluent afforded 12.26 g of (4-chlorophenyl)(pyridin-2-yl)methanol in 75% yield.ESI-MS: m/z 220 ([M+H]+).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 12, p. 3044 - 3047
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 2, p. 219 - 232
[3] Patent: WO2016/100823, 2016, A1. Location in patent: Page/Page column 115; 116
[4] Patent: US2006/100243, 2006, A1. Location in patent: Page/Page column 7; sheet 1
alpha-(4-chlorophenyl)pyridine-2-methanol Preparation Products And Raw materials
Raw materials
Preparation Products
alpha-(4-chlorophenyl)pyridine-2-methanol Suppliers
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- Country
- Canada
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View Lastest Price from alpha-(4-chlorophenyl)pyridine-2-methanol manufacturers
- Product
- alpha-(4-chlorophenyl)pyridine-2-methanol 27652-89-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-19
- Product
- 4-Chlorophenyl-2-pyridinylmethanol 27652-89-7
- Price
- US $60.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 30 Tons
- Release date
- 2021-09-07
- Product
- alpha-(4-chlorophenyl)pyridine-2-methanol 27652-89-7
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-12-22