1-Piperidinecarboxylic acid, 4-[(2-aMino-3-pyridinyl)aMino]-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-[(2-aMino-3-pyridinyl)aMino]-, 1,1-diMethylethyl ester
• CAS No.: 781649-86-3
• Molecular Formula: C₁₅H₂₄N₄O₂
• Molecular Weight: 292.381
• Hs Code.: 2933990090
• Mol file: 781649-86-3.mol

Synonyms:I14-9274;tert-Butyl 4-((2-aminopyridin-3-yl)amino)piperidine-1-carboxylate;2-amino-3-((1-tert-butoxycarbonylpiperidin-4-yl)amino)pyridine;

Chemical Property of 1-Piperidinecarboxylic acid, 4-[(2-aMino-3-pyridinyl)aMino]-, 1,1-diMethylethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 454.243oC at 760 mmHg
• PKA: 6.69±0.36(Predicted)
• Flash Point: 228.518oC
• PSA: 80.48000
• Density: 1.193g/cm3
• LogP: 3.06730
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-[(2-aminopyridin-3-yl)-amino]piperidine-1-carboxylate >97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 4-[(2-aMino-3-pyridinyl)aMino]-, 1,1-diMethylethyl ester

There total 8 articles about 1-Piperidinecarboxylic acid, 4-[(2-aMino-3-pyridinyl)aMino]-, 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: 86.0%

2,3-Diaminopyridine (452-58-4) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-((2-aminopyridin-3-yl)amino)piperidine-1-carboxylate (781649-86-3)

Guidance literature:

With sodium tris(acetoxy)borohydride; trifluoroacetic acid; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1021/op2003634

Reference yield: 80.0%

tert-butyl 4-(2-chloropyridin-3-ylamino)piperidine-1-carboxylate (1155016-22-0) → tert-butyl 4-((2-aminopyridin-3-yl)amino)piperidine-1-carboxylate (781649-86-3)

Guidance literature:

tert-butyl 4-(2-chloropyridin-3-ylamino)piperidine-1-carboxylate; With Benzophenone imine; In toluene; for 0.5h; Inert atmosphere;

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; at 95 - 100 ℃; for 20h;

With citric acid; In ethanol; water; at 55 - 60 ℃; for 15h; Large scale reaction;

DOI:10.1021/op2003634

Reference yield:

tert-butyl 4-((2-nitropyridine-3-yl)amino)piperidine-1-carboxylate → tert-butyl 4-((2-aminopyridin-3-yl)amino)piperidine-1-carboxylate (781649-86-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 18h;

upstream raw materials:

2,3-Diaminopyridine

N-tert-butyloxycarbonylpiperidin-4-one

2-chloro-3-aminopyridine

tert-butyl 4-(2-chloropyridin-3-ylamino)piperidine-1-carboxylate

Downstream raw materials:

tert-butyl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]-pyridin-1-yl)piperidine-1-carboxylate

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND, APPLICATION THEREOF, AND COMPOSITION CONTAINING SAME". . . Retrieved 2022/03/07.
• 2、 Leahy, David K.,Desai, Lopa V.,Deshpande, Rajendra P.,Mariadass, Antony V.,Rangaswamy, Sundaramurthy,Rajagopal, Santhosh K.,Madhavan, Lakshmi,Illendula, Shashidhar. "Development of two complementary syntheses for a privileged cgrp receptor antagonist substructure". experimental part. p. 244 - 249. Retrieved 2012/06/04.