N⁷-(4-methoxybenzyl)-N³-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine

Base Information

• Chemical Name: N⁷-(4-methoxybenzyl)-N³-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine
• CAS No.: 1427158-14-2
• Molecular Formula: C₂₁H₁₇F₃N₄OS
• Molecular Weight: 430.453

Synonyms:N⁷-(4-methoxybenzyl)-N³-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine

Chemical Property of N⁷-(4-methoxybenzyl)-N³-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine

Chemical Property:

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Technology Process of N⁷-(4-methoxybenzyl)-N³-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine

There total 8 articles about N⁷-(4-methoxybenzyl)-N³-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine 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:

4-trifluoromethylphenylamine (455-14-1) + 3-bromo-N-(4-methoxybenzyl)[1,2]thiazolo[4,5-b]pyridin-7-amine (1427158-12-0) → N7-(4-methoxybenzyl)-N3-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine (1427158-14-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 110 ℃; for 2h; Inert atmosphere;

Reference yield:

4-[(4-methoxybenzyl)amino]-3-sulfanylpyridine-2-carbonitrile (1427158-13-1) → N7-(4-methoxybenzyl)-N3-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine (1427158-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / ethyl acetate / 2.5 h / 0 - 26 °C / Reflux

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bromine; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; ethyl acetate;

Reference yield:

3-bromo-4-[(4-methoxybenzyl)amino]pyridine-2-carbonitrile (1427158-11-9) → N7-(4-methoxybenzyl)-N3-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine (1427158-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-methyl-pyrrolidin-2-one; sodium thiomethoxide / 1 h / 130 - 140 °C

2: bromine / ethyl acetate / 2.5 h / 0 - 26 °C / Reflux

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bromine; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium thiomethoxide; In 1,4-dioxane; ethyl acetate;

upstream raw materials:

3-bromo-4-chloropyridine-2-carbonitrile

3-bromo-4-[(4-methoxybenzyl)amino]pyridine-2-carbonitrile

4-[(4-methoxybenzyl)amino]-3-sulfanylpyridine-2-carbonitrile

4-trifluoromethylphenylamine

Downstream raw materials:

2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide

2-chloro-5-{[(2,2-dimethylpropanoyl)amino]methyl}-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide

C₂₁H₁₅ClF₃N₅OS

2-chloro-5-((1-methylcyclopropanecarboxamido)methyl)-N-(3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)benzamide

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