Ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate
• CAS No.: 23258-01-7
• Molecular Formula: C15H14 Br N O2
• Molecular Weight: 320.186
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20693655
• Nikkaji Number: J2.130.867F
• Wikidata: Q82622667
• Mol file: 23258-01-7.mol

Synonyms:ETHYL 6-(4-BROMOPHENYL)-2-METHYLPYRIDINE-3-CARBOXYLATE;23258-01-7;3-Pyridinecarboxylic acid, 6-(4-bromophenyl)-2-methyl-, ethyl ester;DTXSID20693655;MFCD08446614;Ethyl 6-(4-bromophenyl)-2-methylnicotinate;FT-0751017;2-Methyl-6-(4-bromophenyl)nicotinic acid ethyl ester;ethyl 6-(4-bromophenyl)-2-methyl-pyridine-3-carboxylate

Chemical Property of Ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate

Chemical Property:

• PSA: 39.19000
• LogP: 3.99620
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 319.02079
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(C=C1)C2=CC=C(C=C2)Br)C

Technology Process of Ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate

There total 8 articles about Ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

ethyl acetoacetate (141-97-9) + 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (73387-60-7) → ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate (23258-01-7)

Guidance literature:

With ammonium acetate; acetic acid; Reflux;

DOI:10.1002/jccs.201800248

Reference yield: 51.0%

(2Z,4E)-ethyl 5-(4-bromophenyl)-2-((E)-1-(4-(trifluoromethyl)benzoyloxyimino)ethyl)penta-2,4-dienoate → ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate (23258-01-7)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); In N,N-dimethyl-formamide; at 26 ℃; for 10h; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201411342

Reference yield:

para-bromoacetophenone (99-90-1) → ethyl 6-(4-bromophenyl)-2-methylpyridine-3-carboxylate (23258-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / Reflux

2: acetic acid; ammonium acetate / Reflux

With ammonium acetate; acetic acid; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1016/j.bmcl.2016.04.031

upstream raw materials:

ethyl acetoacetate

trans-4-bromocinnamaldehyde

para-bromoacetophenone

1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one

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