Ethyl 5-bromo-2-methylnicotinate

Base Information

• Chemical Name: Ethyl 5-bromo-2-methylnicotinate
• CAS No.: 129477-21-0
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.088
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID90567894
• Wikidata: Q72447909
• Mol file: 129477-21-0.mol

Synonyms:129477-21-0;ETHYL 5-BROMO-2-METHYLNICOTINATE;5-Bromo-2-methyl-nicotinic acid ethyl ester;ETHYL 5-BROMO-2-METHYLPYRIDINE-3-CARBOXYLATE;5-Bromo-2-methylnicotinic acid ethyl ester;3-Pyridinecarboxylic acid, 5-bromo-2-methyl-, ethyl ester;MFCD10698571;SCHEMBL5864153;DTXSID90567894;QVKPPFGWQMCQCI-UHFFFAOYSA-N;AMY10204;BCP21843;AKOS015920401;CS-W008669;FS-2559;PB25303;AC-27990;SY020654;J-005682

Chemical Property of Ethyl 5-bromo-2-methylnicotinate

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 263.036 °C at 760 mmHg
• PKA: 1.66±0.20(Predicted)
• Flash Point: 112.88 °C
• PSA: 39.19000
• Density: 1.44 g/cm³
• LogP: 2.32920
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl5-bromo-2-methylnicotinate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC(=C1)Br)C
• Uses: Ethyl 5-bromo-2-methylnicotinate is used as a pharmaceutical intermediate.

Technology Process of Ethyl 5-bromo-2-methylnicotinate

There total 3 articles about Ethyl 5-bromo-2-methylnicotinate 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: 60.0%

N-(2-bromo-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate (291756-78-0,292067-84-6) + ethyl acetoacetate (141-97-9) → ethyl 5-bromo-2-methyl-pyridine-3-carboxylate (129477-21-0)

Guidance literature:

N-(2-bromo-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate; ethyl acetoacetate; With 1,4-diaza-bicyclo[2.2.2]octane; potassium tert-butylate; In 1,4-dioxane; at -10 ℃; for 5h;

With ammonium acetate; In 1,4-dioxane; at 60 ℃; for 16h; Temperature; Solvent; Reagent/catalyst;

Reference yield: 7.2%

2-bromoacrolein (14925-39-4) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 5-bromo-2-methyl-pyridine-3-carboxylate (129477-21-0)

Guidance literature:

With ammonium acetate; acetic acid; at 20 ℃; for 48h;

Reference yield:

ethyl 5-amino-2-methylnicotinate (60390-42-3) → ethyl 5-bromo-2-methyl-pyridine-3-carboxylate (129477-21-0)

Guidance literature:

upstream raw materials:

ethyl 5-amino-2-methylnicotinate

2-bromoacrolein

ethyl 2-chloro-3-oxo-butyrate

N-(2-bromo-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate

Downstream raw materials:

ethyl 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate

3-bromo-7,8-dihydro-l,6-naphthyridin-5(6H)-one

AMG 337

ethyl 5-bromo-2-(difluoromethyl)nicotinate

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND". Paragraph 1195-1196. . Retrieved 2017/02/09.