rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride

Base Information

• Chemical Name: rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride
• CAS No.: 1609344-47-9
• Molecular Formula: C₂₀H₁₇ClF₅N₃O₂*ClH
• Molecular Weight: 498.28
• Mol file: 1609344-47-9.mol

Synonyms:rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride

Chemical Property of rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride

There total 6 articles about rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride 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: 99.8%

rac-8-[(2,6-difluorobenzyl)oxy]-2-methyl-N-(4,4,4-trifluoro-1-hydroxybutan-2-yl)imidazo[1,2-a]-pyridine-3-carboxamide (1609164-67-1) → rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride (1609344-47-9)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 20 ℃;

Reference yield:

2,6-Difluorobenzyl bromide (85118-00-9) → rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride (1609344-47-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 0.25 h / 20 °C

1.2: 4 h / 20 °C

2.1: ethanol / 24 h / Molecular sieve; Reflux

3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 16 h / 20 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C

4.2: 20 °C

5.1: thionyl chloride / dichloromethane / 0 - 20 °C

With 4-methyl-morpholine; thionyl chloride; water; sodium methylate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

2-amino-3-hydroxypyridine (16867-03-1) → rac-N-(1-chloro-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide hydrochloride (1609344-47-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 0.25 h / 20 °C

1.2: 4 h / 20 °C

2.1: ethanol / 24 h / Molecular sieve; Reflux

3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 16 h / 20 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C

4.2: 20 °C

5.1: thionyl chloride / dichloromethane / 0 - 20 °C

With 4-methyl-morpholine; thionyl chloride; water; sodium methylate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

rac-8-[(2,6-difluorobenzyl)oxy]-2-methyl-N-(4,4,4-trifluoro-1-hydroxybutan-2-yl)imidazo[1,2-a]-pyridine-3-carboxamide

2-amino-3-hydroxypyridine

2,6-Difluorobenzyl bromide

3-[(2,6-difluorobenzyl)oxy]pyridine-2-amine

Downstream raw materials:

rac-N-(1-amino-4,4,4-trifluorobutan-2-yl)-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide