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

Base Information

Chemical Name:3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoic acid
CAS No.:917223-81-5
Molecular Formula:C₁₉H₂₁FN₂O₃
Molecular Weight:344.386
Hs Code.:

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

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Chemical Property of 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoic acid

Chemical Property:

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Technology Process of 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoic acid

There total 9 articles about 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoic acid 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: 76.0%

: 917223-88-2
methyl 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoate

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

Guidance literature:: methyl 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoate; With lithium hydroxide; water; In tetrahydrofuran; at 5 - 20 ℃; for 13.75h;

With hydrogenchloride; water; at 5 ℃; for 0.5h; Product distribution / selectivity;

Reference yield:

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

: 861905-22-8
methyl 3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

: 917223-88-2
methyl 3-(5-{[(2,2-dimethylpropyl)amino]carbonyl}-2-pyridinyl)-5-fluoro-4-methylbenzoate

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

Guidance literature:: 6-chloro-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide; methyl 3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate; With water; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In isopropyl alcohol; at 20 - 85 ℃; for 41h;

With hydrogenchloride; In water; Product distribution / selectivity;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid / water / 15 h / 20 - 50 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.42 h / -25 °C

2.2: 3.17 h / -25 - 20 °C

2.3: 1 h / 0 - 20 °C / pH < 3

3.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; isopropyl alcohol / 18 h / 20 - 80 °C

4.1: methanol; sodium hydroxide; water / 20 °C

4.2: pH ~ 5

With methanol; sodium hydroxide; sulfuric acid; water; isopropylmagnesium chloride; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; isopropyl alcohol;