Lot numbers can be found on the outside label of a product:
6-Chloro-2-methoxynicotinaldehyde
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CAS No. 95652-81-6
- Cat. No. CS-0037312
- Purity≥95%
- MDL No.MFCD11847276
*For research and further manufacturing use only, not for direct human use.
Structure of 95652-81-6
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General Information
- CAS No. 95652-81-6
- Cat. No. CS-0037312
- Purity ≥95%
- MDL No. MFCD11847276
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆ClNO₂
- Molecular Weight 171.58
- Synonym(s) 6-CHLORO-2-METHOXY-3-PYRIDINECARBALDEHYDE
- SMILES COC1=C(C=CC(=N1)Cl)C=O
Description
6-Chloro-2-methoxynicotinaldehyde features a chlorine substituent at the 6-position and a methoxy group at the 2-position, creating a highly electron-deficient pyridine core. This configuration enhances reactivity in nucleophilic addition and coupling processes, particularly in the synthesis of heterocyclic scaffolds and bioactive molecules. The aldehyde functionality enables direct integration into complex architectures under mild conditions.
Application
6-Chloro-2-methoxynicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted pyridine scaffolds via standard coupling reactions. Its orthogonal functional groups—chlorine at C6 and methoxy at C2—facilitate selective transformations, while the aldehyde functionality supports reductive amination, imine formation, and Ugi-type condensations. The compound exhibits good bench stability and is amenable to purification by column chromatography or distillation, supporting its use in multi-step syntheses.
Synthesis
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Route1
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In-stock
17228-64-7 - ~74%
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In-stock
95652-81-6
References
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North Carolina State University Patent: US5162532 A1, 1992 ;
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Route2
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In-stock
55304-73-9 -
124-41-4 - ~69%
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In-stock
95652-81-6
References
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ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E. Patent: WO2010/75200 A1, 2010 ; Location in patent: Page/Page column 164 ; WO 2010/075200 A1
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Route3
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In-stock
17228-64-7
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68-12-2
- ~%
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In-stock
95652-81-6
References
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Kissei Pharmaceutical Co., Ltd. Patent: EP1405859 A1, 2004 ; Location in patent: Page 23 ; EP 1405859 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H317-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 39.19
- LogP 1.5561
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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