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

Base Information

Chemical Name:5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide
CAS No.:1285515-06-1
Molecular Formula:C₂₃H₂₀N₄O₂
Molecular Weight:384.437
Hs Code.:

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

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

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

There total 5 articles about 5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-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: 30.9%

: 1285513-32-7
5-bromo-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

: 761446-44-0
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 1285515-06-1
5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; water; for 2h; Reflux;
DOI:10.1016/j.bmcl.2017.07.052

Reference yield:

: 89-55-4
5-bromosalicyclic acid

: 1285515-06-1
5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / acetone / 70 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 71 °C

2.2: pH 2

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C / Inert atmosphere

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 0.42 h / 120 °C / microwave irradiation; Sealed vial

With water; sodium carbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetone;

Reference yield:

: 850350-09-3
phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate

: 1285515-06-1
5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 71 °C

1.2: pH 2

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C / Inert atmosphere

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 0.42 h / 120 °C / microwave irradiation; Sealed vial

With water; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;