2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

Base Information

Chemical Name:2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide
CAS No.:1285514-96-6
Molecular Formula:C₂₂H₁₇FN₄O₂
Molecular Weight:388.401
Hs Code.:

Synonyms:2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

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Chemical Property of 2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

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Technology Process of 2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

There total 5 articles about 2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide 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: 27.0%

: 552846-17-0
tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate

: 1285514-37-5
5-5-bromo-2-(4-fluorobenzyloxy)-N-(pyridin-3-yl)benzamide

: 1285514-96-6
2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 120 ℃; for 1h;
DOI:10.1016/j.bmcl.2017.07.052

Reference yield:

: 89-55-4
5-bromosalicyclic acid

: 1285514-96-6
2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / acetone / 2 h

2.1: water; lithium hydroxide / tetrahydrofuran

2.2: pH 2

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 1 h / 120 °C

With water; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1285517-05-6
4-fluorobenzyl 5-bromo-2-(4-fluorobenzyloxy)benzoate

: 1285514-96-6
2-{[(4-fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-3-pyridinylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; lithium hydroxide / tetrahydrofuran

1.2: pH 2

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 1 h / 120 °C

With water; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;