4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 29681-42-3
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 2933399090
• Mol file: 29681-42-3.mol

Synonyms:Picolinicacid, 4-bromo-, methyl ester (8CI);4-Bromopyridine-2-carboxylic acid methylester;

Chemical Property of 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 54-56 °C
• Refractive Index: 1.554
• Boiling Point: 285.967 °C at 760 mmHg
• PKA: -0.25±0.10(Predicted)
• Flash Point: 126.749 °C
• PSA: 39.19000
• Density: 1.58 g/cm³
• LogP: 1.63070
• Storage Temp.: Keep Cold
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

4-Bromopyridine-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It finds its application as a useful synthetic intermediate and in the straightforward and efficient synthesis of 3-benzyloxy-4-bromopicolinate ester and 3-benzyloxy-5-bromopicolinate ester, common building blocks for pharmaceuticals and agrochemicals. It is used in the synthesis of biaryl mannoside FimH inhibitors for use in urinary infection treatment.

Technology Process of 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

There total 6 articles about 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 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: 77.0%

4-bromo-2-picolinic acid (30766-03-1) + methyl iodide (74-88-4) → methyl 4-bromopyridine-2-carboxylate (29681-42-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 30h; Sealed tube;

Reference yield: 73.0%

4-bromo-2-picolinic acid (30766-03-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-bromopyridine-2-carboxylate (29681-42-3)

Guidance literature:

In methanol; diethyl ether; ethyl acetate; at 0 - 20 ℃; for 1.5h;

Reference yield: 32.0%

pyruvic acid methyl ester (600-22-6) + 4-bromopyridine hydrochloride (19524-06-2) → methyl 4-bromopyridine-2-carboxylate (29681-42-3)

Guidance literature:

4-bromopyridine hydrochloride; With sodium hydrogencarbonate; In dichloromethane; water;

With sulfuric acid; iron(II) sulfate; In dichloromethane; water;

pyruvic acid methyl ester; With dihydrogen peroxide; In dichloromethane; water; at -10 ℃; for 0.25h;

upstream raw materials:

diazomethane

4-bromo-2-picolinic acid

pyruvic acid methyl ester

4-bromopyridine hydrochloride

Downstream raw materials:

trans-methyl 4-(3-{[[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-(3-chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-amino]-methyl}-4-methoxy-phenyl)-pyridine-2-carboxylate

methyl 4-(2-phenylethynyl)pyridine-2-carboxylate

methyl 4-(2-fluorobiphenyl-4-yl)picolinate

methyl 4-{4-[(4-formylphenyl)ethynyl]phenyl}pyridine-2-carboxylate

Refernces

• 1、 -. "RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF". Paragraph 00230; 00374; 00456. . Retrieved 2020/07/05.
• 2、 -. "PROTEIN KINASE INHIBITORS AND METHODS OF TREATMENT". Page/Page column 79. . Retrieved 2012/02/01.