Lot numbers can be found on the outside label of a product:
4-bromo-N-methylbenzamide
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CAS No. 27466-83-7
- Cat. No. CS-0067754
- Purity≥98%
- MDL No.MFCD00462943
*For research and further manufacturing use only, not for direct human use.
Structure of 27466-83-7
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General Information
- CAS No. 27466-83-7
- Cat. No. CS-0067754
- Purity ≥98%
- MDL No. MFCD00462943
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈BrNO
- Molecular Weight 214.06
- Synonym(s) 4-bromo-N-methyl-benzamide
- SMILES O=C(NC)C1=CC=C(Br)C=C1
Description
4-Bromo-N-methylbenzamide features a brominated aromatic ring paired with a stable N-methylamide functional group, enabling direct incorporation into diverse synthetic pathways. This bench-stable compound serves as a key intermediate in medicinal chemistry and materials synthesis, where halogen-directed coupling reactions are required.
Application
4-Bromo-N-methylbenzamide serves as a versatile building block in medicinal chemistry and cross-coupling workflows. The bromo group enables reliable Suzuki, Stille, or Negishi coupling reactions, while the N-methyl amide functionality provides metabolic stability and favorable lipophilicity. This compound exhibits excellent bench stability, ease of purification, and compatibility with diverse reaction conditions, making it well-suited for iterative synthesis of complex heterocycles and API intermediates.
Synthesis
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Route1
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586-75-4 -
74-89-5
- ~95%
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In-stock
27466-83-7
References
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ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/64251 A1, 2006 ; Location in patent: Page/Page column 60-61 ; WO 2006/064251 A1
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Route2
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In-stock
586-76-5 -
593-51-1
- ~89%
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In-stock
27466-83-7
References
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GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana Patent: WO2014/43068 A1, 2014 ; Location in patent: Page/Page column 267; 268 ;
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Route3
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In-stock
586-76-5
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74-89-5
- ~%
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In-stock
27466-83-7
References
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CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew Patent: WO2011/48082 A1, 2011 ; Location in patent: Page/Page column 134; 135 ; WO 2011/048082 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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.1
- LogP 1.8087
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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