6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Base Information

Chemical Name:6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide
CAS No.:1065080-63-8
Molecular Formula:C₂₀H₂₀ClF₃N₄O₄
Molecular Weight:472.851
Hs Code.:

Synonyms:6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

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Chemical Property of 6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

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Technology Process of 6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

There total 4 articles about 6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide 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: 11.0%

: 1065082-70-3
6-[4-chloro-3-(trifluoromethoxy)benzyl]-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

: 929-06-6
2-(2-Aminoethoxy)ethanol

: 1065080-63-8
6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield:

: 1065082-63-4
2-[4-chloro-3-(trifluoromethoxy)benzyl]butane-1,3-diol

: 1065080-63-8
6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran; dichloromethane / 0.58 h / Cooling with acetone-dry ice

2: potassium hydroxide; ethanol; water / 1 h / Heating / reflux

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With potassium hydroxide; oxalyl dichloride; ethanol; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 886500-93-2
(4-chloro-3-trifluoromethoxy)benzyl bromide

: 1065080-63-8
6-[4-chloro-3-(trifluoromethoxy)benzyl]-N-[2-(2-hydroxyethoxy)ethyl]-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0 °C

1.2: 1 h / 65 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

2.2: 0 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran; dichloromethane / 0.58 h / Cooling with acetone-dry ice

4.1: potassium hydroxide; ethanol; water / 1 h / Heating / reflux

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; ethanol; water; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;