tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate
• CAS No.: 1344033-88-0
• Molecular Formula: C₂₃H₂₆N₄O₅S
• Molecular Weight: 470.549
• Mol file: 1344033-88-0.mol

Synonyms:tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate 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: 65.0%

6-(bromomethyl)-2-(2-nitrophenyl)thiazolo[5,4-b]pyridine (925438-37-5) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate (1344033-88-0)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In water; toluene; at 20 ℃; for 15h;

Reference yield:

6-methyl-2-(2-nitrophenyl)thiazolo[5,4-b]pyridine (925438-35-3) → tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate (1344033-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 5 h / Inert atmosphere; Reflux

2: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / water; toluene / 15 h / 20 °C

With N-Bromosuccinimide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; dibenzoyl peroxide; In tetrachloromethane; water; toluene;

DOI:10.1016/bs.mie.2016.01.012

Reference yield:

N-(2-chloro-5-methylpyridin-3-yl)-2-nitrobenzamide (149744-27-4) → tert-butyl 4-((2-(2-nitrophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate (1344033-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; diphosphorus pentasulfide / para-xylene / 20 h / 140 °C

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 5 h / Inert atmosphere; Reflux

3: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / water; toluene / 15 h / 20 °C

With pyridine; diphosphorus pentasulfide; N-Bromosuccinimide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; dibenzoyl peroxide; In tetrachloromethane; para-xylene; water; toluene;

DOI:10.1016/bs.mie.2016.01.012

upstream raw materials:

6-(bromomethyl)-2-(2-nitrophenyl)thiazolo[5,4-b]pyridine

t-butyl 4-hydroxy piperidine-1-carboxylate

N-(2-chloro-5-methylpyridin-3-yl)-2-nitrobenzamide

6-methyl-2-(2-nitrophenyl)thiazolo[5,4-b]pyridine

Downstream raw materials:

tert-butyl 4-((2-(2-aminophenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate

tert-butyl 4-((2-(2-(2-butyl-6-chloropyrimidine-4-carboxamido)phenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate

2-butyl-6-(piperidin-4-ylamino)-N-(2-(6-((piperidin-4-yloxy)methyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)pyrimidine-4-carboxamide

tert-butyl 4-((2-(2-(6-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)-2-butylpyrimidine-4-carboxamido)phenyl)thiazolo[5,4-b]pyridin-6-yl)methoxy)piperidine-1-carboxylate