t-butyl 6-bromo-3-pyridinecarboxylate

Base Information

• Chemical Name: t-butyl 6-bromo-3-pyridinecarboxylate
• CAS No.: 941294-58-2
• Molecular Formula: C10H12BrNO2
• Molecular Weight: 258.115
• Hs Code.: 2933399990
• Mol file: 941294-58-2.mol

Synonyms:6-bromonicotinic acid tert-butyl ester

Chemical Property of t-butyl 6-bromo-3-pyridinecarboxylate

Chemical Property:

• Vapor Pressure: 0.000702mmHg at 25°C
• Boiling Point: 307.9oC at 760 mmHg
• PKA: -1.22±0.10(Predicted)
• Flash Point: 140ºC
• PSA: 39.19000
• Density: 1.385g/cm3
• LogP: 2.79940
• Storage Temp.: Keep Cold

Purity/Quality:

98%Min ^*data from raw suppliers

tert-Butyl6-Bromonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of t-butyl 6-bromo-3-pyridinecarboxylate

There total 5 articles about t-butyl 6-bromo-3-pyridinecarboxylate 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: 66.0%

2,5-dibromopyridine (624-28-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 6-bromopyridin-3-carboxylate (941294-58-2)

Guidance literature:

2,5-dibromopyridine; With n-butyllithium; butyl magnesium bromide; In tetrahydrofuran; hexane; toluene; at -10 ℃;

di-tert-butyl dicarbonate; In tetrahydrofuran; hexane; toluene; at -10 ℃;

With citric acid; In tetrahydrofuran; hexane; toluene; Further stages.;

DOI:10.1016/j.tetlet.2007.12.134

Reference yield: 52.0%

6-bromonicotinic acid (6311-35-9) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → tert-butyl 6-bromopyridin-3-carboxylate (941294-58-2)

Guidance literature:

In toluene; for 72h; Heating / reflux;

Reference yield: 36.0%

6-bromonicotinic acid (6311-35-9) + potassium tert-butylate (865-47-4) → tert-butyl 6-bromopyridin-3-carboxylate (941294-58-2)

Guidance literature:

6-bromonicotinic acid; With Oxalyl bromide; N,N-dimethyl-formamide; In dichloromethane; for 6h; Heating / reflux;

potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

upstream raw materials:

2,5-dibromopyridine

di-tert-butyl dicarbonate

6-bromonicotinic acid

potassium tert-butylate

Downstream raw materials:

tert-butyl 6-(2-fluorophenyl)nicotinate

tert-butyl 6-(2,5-difluorophenyl)nicotinate

tert-butyl 6-(3,5-difluorophenyl)nicotinate

tert-butyl 6-[4-({[6-(3-fluorophenyl)pyridin-3-yl]carbonyl}amino)piperidin-1-yl]nicotinate

Refernces

• 1、 Arredondo, Juan D.,Li, Hongmei,Balsells, Jaume. "Preparation of t-butyl-3-bromo-5-formylbenzoate through selective metal-halogen exchange reactions". . p. 460 - 470. Retrieved 2014/04/17.
• 2、 -. "SUBSTITUTED PIPERAZINES AS CB1 ANTAGONISTS". Page/Page column 156. . Retrieved 2009/03/07.