426219-35-4

Basic information

• Product Name: 6-Bromo-N-methyl-2-naphthalenecarboxamide
• Synonyms: 6-Bromo-N-methyl-2-naphthalenecarboxamide;6-bromo-N-methyl-2-naphthamide;6-BROMO-N-METHYL-2-NAPHTOAMIDE;6-Bromo-N-methyl-2-phthalenecarboxamide
• CAS NO: 426219-35-4
• Molecular Formula: C₁₂H₁₀BrNO
• Molecular Weight: 264.12
• EINECS: 200-258-5
• Product Categories: Naphthalene series
• Mol File: 426219-35-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 465.887 °C at 760 mmHg
• Flash Point: 235.56 °C
• Appearance: /
• Density: 1.466
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.62±0.46(Predicted)
• CAS DataBase Reference: 6-Bromo-N-methyl-2-naphthalenecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-N-methyl-2-naphthalenecarboxamide(426219-35-4)
• EPA Substance Registry System: 6-Bromo-N-methyl-2-naphthalenecarboxamide(426219-35-4)

Safety Data

• Hazardous Substances Data: 426219-35-4(Hazardous Substances Data)

Usage

Description

6-Bromo-N-methyl-2-naphthalenecarboxamide is an organic compound with the molecular formula C12H10BrNO. It is a white crystalline solid and is a key intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its bromine atom at the 6-position and a methyl group attached to the nitrogen atom.

Uses

Used in Pharmaceutical Industry:
6-Bromo-N-methyl-2-naphthalenecarboxamide is used as a reactant in the synthesis process for orteronel (TAK-700), a potential inhibitor that could be used for the treatment of prostate cancer. It plays a crucial role in the development of this drug, which targets the androgen receptor signaling pathway, a key driver of prostate cancer progression.

Upstream product

• 5773-80-8 6-bromo-2-naphthoic acid 
• 74-89-5 methylamine 

Downstream Products

• 426219-18-3 orteronel 
• 566200-96-2 6-[hydroxy(1-trityl-1H-imidazol-4-yl)methyl]-N-methyl-2-naphthamide 
• 566939-85-3 Orteronel 
• 752243-39-3 6-(7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)-N-methylnaphthalene-2-carboxamide 
• 426219-53-6 2C₁₀H₁₁NO₅*C₁₈H₁₇N₃O₂ 
• 1416216-46-0 6-(hydroxy(1-tosyl-1H-imidazol-4-yl)methyl)-N-methyl-2-naphthamide 
• 337521-39-8 N-methyl-6-[(1-trityl-1H-imidazol-4-yl)carbonyl]-2-naphthamide 
• 566200-78-0 ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl)-3-(1-trityl-1H-imidazol-4-yl)propanoate 
• 1416216-47-1 N-methyl-6-[(1-tosyl-1H-imidazol-4-yl)carbonyl]-2-naphthamide 
• 1416216-48-2 ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate 
• 1416216-49-3 6-[(1S)-1,3-dihydroxy-1-(1-tosyl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide 
• 1416216-51-7 N-methyl-6-[(1-(phenylsulfonyl)-1H-imidazol-4-yl)carbonyl]-2-naphthamide 
• 1416216-52-8 ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-phenylsulfonyl-1H-imidazol-4-yl)propanoate 
• 1416216-53-9 6-[(1S)-1,3-dihydroxy-1-(1-phenylsulfonyl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide 

Relevant articles and documents

PRODUCTION METHOD OF IMIDAZOLE DERIVATIVES

The present invention provides an advantageous production method of an imidazole derivative, which is suitable for industrial production. Compound (VI) is produced by reacting compound (I) with a Grignard reagent or a magnesium reagent, and a lithium reagent, and then reacting the resulting compound with compound (V).

PROCESS FOR PRODUCING FUSED IMIDAZOLE COMPOUND, REFORMATSKY REAGENT IN STABLE FORM, AND PROCESS FOR PRODUCING THE SAME

The present invention provides an industrially advantageous process for producing a steroid C17,20 lyase inhibitor represented by the general formula (I): and a Reformatsky reagent in a stable form suitable for the process.In the present invention, a compound represented by the general formula (I) is produced by reducing a specific β-hydroxy ester compound derivative or a salt thereof obtained from a specific carbonyl compound in a Reformatsky reaction in the presence of a metal hydride complex and a metal halide, and then subjecting it to a ring-closing reaction. In the above Reformatsky reaction, it is useful to use a stable solution of a compound represented by the general formula BrZnCH2COOC2H5 or a crystal of the compound which is represented by the formula (BrZnCH2COOC2H5·THF)2.