tert-Butyl 5-bromonicotinate

Base Information

• Chemical Name: tert-Butyl 5-bromonicotinate
• CAS No.: 263270-02-6
• Molecular Formula: C10H12BrNO2
• Molecular Weight: 258.115
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70593616
• Nikkaji Number: J2.566.945B
• Wikidata: Q82488127
• Mol file: 263270-02-6.mol

Synonyms:tert-Butyl 5-bromonicotinate;263270-02-6;tert-butyl 5-bromopyridine-3-carboxylate;t-Butyl 5-bromonicotinate;5-BROMO-NICOTINIC ACID TERT-BUTYL ESTER;5-Bromo-3-pyridinecarboxylic acid tert-butyl ester;3-PYRIDINECARBOXYLIC ACID, 5-BROMO-, 1,1-DIMETHYLETHYL ESTER;MFCD07367903;D-ARABOASCORBICACID;SCHEMBL308788;DTXSID70593616;DINKXUCRJBUQAZ-UHFFFAOYSA-N;5-bromo-nicotinicacid tert-butyl ester;AKOS004912384;AB31367;AC-14242;AS-47465;SY081579;DB-067606;CS-0130061;F13821

Chemical Property of tert-Butyl 5-bromonicotinate

Chemical Property:

• Vapor Pressure: 0.00392mmHg at 25°C
• Melting Point: 53-55 °C
• Refractive Index: 1.531
• Boiling Point: 279.8 °C at 760 mmHg
• PKA: 0.86±0.20(Predicted)
• Flash Point: 123 °C
• PSA: 39.19000
• Density: 1.385 g/cm³
• LogP: 2.79940
• Storage Temp.: Keep Cold
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 257.00514
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl 5-bromonicotinate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC(=CN=C1)Br

Technology Process of tert-Butyl 5-bromonicotinate

There total 4 articles about tert-Butyl 5-bromonicotinate 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: 96.0%

5-bromo-3-pyridinecarboxylic acid (20826-04-4) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-bromopyridine-3-carboxylate (263270-02-6)

Guidance literature:

With dmap; In tetrahydrofuran; Reflux;

DOI:10.1002/jhet.799

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) + tert-butyl alcohol (75-65-0) → tert-butyl 5-bromopyridine-3-carboxylate (263270-02-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 20 ℃;

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) + O-tert-butyl-N,N-diisopropyl-isourea (67098-46-8) → tert-butyl 5-bromopyridine-3-carboxylate (263270-02-6)

Guidance literature:

In dichloromethane; for 16h; Reflux;

DOI:10.1016/j.bmc.2013.04.079

upstream raw materials:

5-bromo-3-pyridinecarboxylic acid

di-tert-butyl dicarbonate

tert-butyl alcohol

O-tert-butyl-N,N-diisopropyl-isourea

Downstream raw materials:

tert-butyl 5-cyanonicotinate

Refernces

• 1、 Knight, Brian J.,Tolchin, Zachary A.,Smith, Joel M.. "A predictive model for additions to: N -alkyl pyridiniums". supporting information. p. 2693 - 2696. Retrieved 2021/03/18.
• 2、 Tanaka, Taisaku,Sugawara, Hajime,Maruoka, Hiroshi,Imajo, Seiichi,Muto, Tsuyoshi. "Discovery of novel series of 6-benzyl substituted 4-aminocarbonyl-1,4- diazepane-2,5-diones as human chymase inhibitors using structure-based drug design". . p. 4233 - 4249. Retrieved 2013/07/27.