Lot numbers can be found on the outside label of a product:
Methyl 3-amino-5-bromothiophene-2-carboxylate
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CAS No. 107818-55-3
- Cat. No. CS-0041704
- Purity≥97%
- MDL No.MFCD12031265
*For research and further manufacturing use only, not for direct human use.
Structure of 107818-55-3
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General Information
- CAS No. 107818-55-3
- Cat. No. CS-0041704
- Purity ≥97%
- MDL No. MFCD12031265
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆BrNO₂S
- Molecular Weight 236.09
- Synonym(s) None
- SMILES COC(=O)C1=C(N)C=C(Br)S1
Description
Methyl 3-amino-5-bromothiophene-2-carboxylate features a brominated thiophene core with complementary amino and ester functionalities, enabling direct integration into cross-coupling and cyclization sequences. This bench-stable heterocycle serves as a key intermediate for bioactive molecule synthesis, particularly in medicinal chemistry and agrochemical development.
Application
Methyl 3-amino-5-bromothiophene-2-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted thiophene scaffolds via Pd-catalyzed cross-coupling and electrophilic functionalization. The amino and bromo groups offer orthogonal reactivity for sequential derivatization, while the ester functionality supports further manipulation. Bench-stable and readily purified by chromatography, it facilitates streamlined synthesis of bioactive intermediates in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
22288-78-4 - ~55%
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In-stock
107818-55-3
References
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CHIRON CORPORATION Patent: WO2004/111058 A1, 2004 ; Location in patent: Page/Page column 38 ;
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Route2
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852330-31-5 - ~10%
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In-stock
107818-55-3
References
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Zhang, Mingzhu; Tamiya, Junko; Nguyen, Linh; Rowbottom, Martin W.; Dyck, Brian; Vickers, Troy D.; Grey, Jonathan; Schwarz, David A.; Heise, Christopher E.; Haelewyn, Jason; Mistry, Monica S.; Goodfellow, Val S. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2535 - 2539
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Route3
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In-stock
79128-68-0 - ~17%
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In-stock
107818-55-3
References
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TAKEDA PHARMACEUTICAL COMPANY LIMITED; OGURO, Yuya; KURASAWA, Osamu Patent: WO2010/101302 A1, 2010 ; Location in patent: Page/Page column 130-131 ; WO 2010/101302 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 52.32
- LogP 1.8794
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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