N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

Base Information

Chemical Name:N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide
CAS No.:917223-75-7
Molecular Formula:C₂₂H₂₃FN₄O₃
Molecular Weight:410.448
Hs Code.:

Synonyms:N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

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Chemical Property of N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

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Technology Process of N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

There total 11 articles about N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide 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: 61.0%

: 1750-42-1
3-aminoisoxazole

: 917223-81-5
3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoic acid

: 917223-75-7
N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

Guidance literature:: 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoic acid; With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 50 ℃; for 15.1667h;

3-aminoisoxazole; With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 17h; Product distribution / selectivity;

Reference yield:

: 585544-20-3
6-chloro-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide

: 917223-86-0
{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}boronic acid

: 917223-75-7
N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

Guidance literature:: With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; isopropyl alcohol; at 110 ℃; for 0.333333h; Product distribution / selectivity; Microwave irradiation;

Reference yield:

: 861905-94-4
3-fluoro-5-iodo-4-methylbenzoic acid

: 917223-75-7
N-(2,2-dimethylpropyl)-6-{3-fluoro-5-[(3-isoxazolylamino)carbonyl]-2-methylphenyl}-3-pyridinecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / 1.75 - 3 h / 95 °C / Heating / reflux

2.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 3.33 h / 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 1.9 h / -12 - 0 °C

3.2: -10 - 20 °C

3.3: pH 1

4.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; isopropyl alcohol / 3 h / 80 °C

With dmap; thionyl chloride; isopropylmagnesium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol;