2,5-DICHLORO-4-FORMYLPYRIDINE
- Product Name
- 2,5-DICHLORO-4-FORMYLPYRIDINE
- CAS No.
- 102645-33-0
- Chemical Name
- 2,5-DICHLORO-4-FORMYLPYRIDINE
- Synonyms
- 2,5-DICHLORO-4-FORMY;2,5-DICHLORO-4-FORMYLPYRIDINE;2,5-Dichloroisonicotinaldehyde 97%;2,5-Dichloro-4-pyridinecarbaldehyde;2,5-dichloropyridine-4-carbaldehyde;2,5-DICHLOROPYRIDINE-4-CARBOXALDEHYDE;2,5-dichloro-4-pyridinecarboxaldehyde;4-Pyridinecarboxaldehyde, 2,5-dichloro-;2,5-dichloro-3-forMylpyridine-4-carboxylic acid;2,5-DICHLORO-4-FORMYLPYRIDINE ISO 9001:2015 REACH
- CBNumber
- CB4771296
- Molecular Formula
- C6H3Cl2NO
- Formula Weight
- 176
- MOL File
- 102645-33-0.mol
2,5-DICHLORO-4-FORMYLPYRIDINE Property
- Melting point:
- 73-74°
- Boiling point:
- 256.3±35.0 °C(Predicted)
- Density
- 1.488±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- -3.62±0.10(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C6H3Cl2NO/c7-5-2-9-6(8)1-4(5)3-10/h1-3H
- InChIKey
- UIPSRNHDSBVXHY-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(Cl)C(C=O)=C1
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933399990
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
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- D436160
- Product name
- 2,5-Dichloro-4-pyridinecarboxaldehyde
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- N466
- Product name
- 2,5-Dichloro-4-formylpyridine
- Packaging
- 5g
- Price
- $280
- Updated
- 2021/12/16
- Product number
- FD151286
- Product name
- 2,5-Dichloro-4-formylpyridine
- Packaging
- 250mg
- Price
- $297.5
- Updated
- 2021/12/16
- Product number
- 047112
- Product name
- 2,5-Dichloroisonicotinaldehyde
- Purity
- >95%
- Packaging
- 1g
- Price
- $310
- Updated
- 2021/12/16
- Product number
- Y14221
- Product name
- 2,5-Dichloro-4-formylpyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $28
- Updated
- 2021/12/16
2,5-DICHLORO-4-FORMYLPYRIDINE Chemical Properties,Usage,Production
Uses
2,5-Dichloro-4-pyridinecarboxaldehyde, is an intermediate in the preparation of various pharmaceutical compounds. It is used in the synthesis of 2-Amino-5-aryl-pyridines as selective CB2 agonists.
Synthesis
16110-09-1
68-12-2
102645-33-0
General procedure for the synthesis of 2,5-dichloropyridine-4-carbaldehyde from 2,5-dichloropyridine and N,N-dimethylformamide: First, 2,5-dichloropyridine (27.0 g, 180 mmol) was dissolved in THF (65 mL), which was added via cannulae to a pre-cooled LDA solution at -78°C (100 mL of a 1.8 M solution of 180 mmol, dissolved in THF (80 mL)). After stirring the mixture at -78 °C for 30 min, a solution of DMF (21.1 mL, 271 mmol) in THF (25 mL) was added slowly via syringe. The reaction was kept at -78 °C for 3 h of continued stirring, followed by slow warming to room temperature. The reaction solution was slowly poured into a mixture of ice (800 mL) and hydrochloric acid (150 mL) and stirred for 20 minutes. The pH was adjusted to 9-10 with 3.0 M NaOH solution, followed by extraction with ether (2 x 500 mL). The organic layers were combined, dried and concentrated with MgSO4 to give the crude product as a light yellow solid. This solid was suspended in n-hexane with a small amount of EtOAc and boiled for 5 min before decanting the liquid and evaporating the solvent to give a yellow solid. Finally, purification by Biotage fast chromatography (using a 65i silica gel column loaded with DCM/EtOAc followed by heptane elution with an elution gradient of 20% EtOAc/heptane, 8 column volumes, and then kept at 5 column volumes) afforded the target compound, 2,5-dichloro pyridine-4-carboxaldehyde (17.9 g, 56% yield), as a light yellow solid.1H NMR ( 400 MHz, DMSO-d6) δ 7.85 (s, 1H), 8.76 (s, 1H), 10.22 (s, 1H).
References
[1] Patent: WO2011/27249, 2011, A2. Location in patent: Page/Page column 58
[2] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6578 - 6581
[3] Patent: WO2006/50506, 2006, A1. Location in patent: Page/Page column 132
[4] Patent: WO2005/73232, 2005, A1. Location in patent: Page/Page column 34
2,5-DICHLORO-4-FORMYLPYRIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,5-DICHLORO-4-FORMYLPYRIDINE manufacturers
- Product
- 2,5-DICHLORO-4-FORMYLPYRIDINE 102645-33-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-09-03
- Product
- 2,5-DICHLORO-4-FORMYLPYRIDINE 102645-33-0
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2019-12-24