Lot numbers can be found on the outside label of a product:
Methyl 4-bromo-2-fluorophenylacetate
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CAS No. 193290-19-6
- Cat. No. CS-0040805
- Purity≥96%
- MDL No.MFCD20483545
*For research and further manufacturing use only, not for direct human use.
Structure of 193290-19-6
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General Information
- CAS No. 193290-19-6
- Cat. No. CS-0040805
- Purity ≥96%
- MDL No. MFCD20483545
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈BrFO₂
- Molecular Weight 247.06
- Synonym(s) Methyl 2-(4-bromo-2-fluorophenyl)acetate
- SMILES O=C(OC)CC1=CC=C(Br)C=C1F
Description
Methyl 4-bromo-2-fluorophenylacetate features a strategically positioned bromo and fluoro substituent on the phenyl ring, enabling selective functionalization in cross-coupling reactions. The ester group facilitates downstream transformations, while the halogen pattern enhances reactivity in palladium-catalyzed processes. This compound serves as a key intermediate in the synthesis of bioactive molecules and advanced pharmaceutical building blocks.
Application
Methyl 4-bromo-2-fluorophenylacetate serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the ortho-fluoro substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step syntheses of bioactive heterocycles and API intermediates.
Synthesis
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Route1
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In-stock
114897-92-6 -
18107-18-1 - ~91%
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In-stock
193290-19-6
References
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Hadida Ruah, Sara Sabina; Kallel, Edward Adam; Miller, Mark Thomas; Arumugam, Vijayalaksmi; McCartney, Jason; Anderson, Corey; Grootenhuis, Peter Diederik Jan; Jiang, Licong Patent: US2012/196869 A1, 2012 ; Location in patent: Paragraph 0449; 0450; 0451 ; US 20120196869 A1
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Route2
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67-56-1
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75-77-4
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In-stock
114897-91-5 - ~34%
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In-stock
193290-19-6
References
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PFIZER INC. Patent: WO2004/74270 A2, 2004 ; Location in patent: Page 147 ;
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Route3
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In-stock
114897-92-6
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74-88-4
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In-stock
193290-19-6
References
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ASTRAZENECA AB Patent: WO2007/69986 A1, 2007 ; Location in patent: Page/Page column 95-96 ; WO 2007/069986 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-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.3037
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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