2-Pyridinecarboxylic acid, 4-[4-(methylamino)-3-nitrophenoxy]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 2-Pyridinecarboxylic acid, 4-[4-(methylamino)-3-nitrophenoxy]-, 1,1-dimethylethyl ester
• CAS No.: 611225-63-9
• Molecular Formula: C17H19N3O5
• Molecular Weight: 345.355
• Mol file: 611225-63-9.mol

Synonyms:4-[(Aminomethyl)phenyl]piperazine,N1-BOC protected;tert-butyl 4-[4-(methylamino)-3-nitrophenoxy]pyridine-2-carboxylate;4-(4-aminomethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester;4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzylamine;1-Boc-4-(4-Aminomethylphenyl)piperazine;TERT-BUTYL 4-[4-(AMINOMETHYL)PHENYL]TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;tert-Butyl 4-(4-(aminomethyl)phenyl)piperazine-1-carboxylate;tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate;

Chemical Property of 2-Pyridinecarboxylic acid, 4-[4-(methylamino)-3-nitrophenoxy]-, 1,1-dimethylethyl ester

Chemical Property:

• Melting Point: 195 °C
• Boiling Point: 497.7±45.0 °C(Predicted)
• PKA: 0.94±0.10(Predicted)
• PSA: 106.27000
• Density: 1.269±0.06 g/cm3(Predicted)
• LogP: 4.37530

Purity/Quality:

98% ^*data from raw suppliers

2-Pyridinecarboxylicacid,4-[4-(methylamino)-3-nitrophenoxy]-,1,1-dimethylethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pyridinecarboxylic acid, 4-[4-(methylamino)-3-nitrophenoxy]-, 1,1-dimethylethyl ester

There total 6 articles about 2-Pyridinecarboxylic acid, 4-[4-(methylamino)-3-nitrophenoxy]-, 1,1-dimethylethyl 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: 76.0%

dimethyl sulfate (77-78-1) → tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate (611225-63-9)

Guidance literature:

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate; With trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; for 2h;

dimethyl sulfate; With sodium hydroxide; tetrabutyl-ammonium chloride; In dichloromethane; water; at 0 - 20 ℃; for 4h;

Reference yield: 76.0%

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate (611225-60-6) + dimethyl sulfate (77-78-1) → tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate (611225-63-9)

Guidance literature:

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate; With trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; for 2h;

dimethyl sulfate; With tetrabutyl-ammonium chloride; sodium hydroxide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ml500526p

Reference yield: 47.0%

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate (611225-60-6) + methyl iodide (74-88-4) → tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate (611225-63-9)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; water; at 20 ℃; for 8h;

DOI:10.1021/jm801050k

upstream raw materials:

tert-butyl 4-[3-nitro-4-(2,2,2-trifluoro-N-methylacetylamino) phenoxy]pyridine-2-carboxylate

dimethyl sulfate

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate

methyl iodide

Downstream raw materials:

4-(4-(methylamino)-3-nitrophenoxy)pyridine-2-carboxylic acid

Refernces

• 1、 Subramanian, Sharadha,Costales, Abran,Williams, Teresa E.,Levine, Barry,McBride, Christopher M.,Poon, Daniel,Amiri, Payman,Renhowe, Paul A.,Shafer, Cynthia M.,Stuart, Darrin,Verhagen, Joelle,Ramurthy, Savithri. "Design and synthesis of orally bioavailable benzimidazole reverse amides as pan RAF kinase inhibitors". supporting information. p. 989 - 992. Retrieved 2014/12/10.
• 2、 -. "SALTS OF BENZIMIDAZOLYL PYRIDYL ETHERS AND FORMULATIONS THEREOF". Page/Page column 26-27. . Retrieved 2008/06/13.