3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

Base Information

Chemical Name:3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine
CAS No.:1346815-04-0
Molecular Formula:C₁₉H₁₈FN₇O
Molecular Weight:379.397
Hs Code.:

Synonyms:3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

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Chemical Property of 3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

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Technology Process of 3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

There total 5 articles about 3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine 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: 84.0%

: 1346818-25-4
(R)-5-bromo-3-{1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}pyridin-2-amine

: 847818-74-0
1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

: 1346815-04-0
3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,4-dioxane; water; at 110 ℃; for 1.5h;
DOI:10.1021/jm401805h

Reference yield:

: 1346817-32-0
1-[5-fluoro-2-(1,2,3-triazol-2-yl)phenyl]ethanone

: 1346815-04-0
3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: (-)-diisopinocamphenylborane chloride / tetrahydrofuran / 21 h / -35 - 20 °C

1.2: 2 h / 20 - 50 °C

2.1: triethylamine / tert-butyl methyl ether / 17 h / -20 - 20 °C

3.1: caesium carbonate / acetone / 32 h / 20 - 60 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 1.5 h / 110 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; caesium carbonate; triethylamine; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; 1,4-dioxane; tert-butyl methyl ether; water; acetone; 4.1: |Suzuki Coupling;
DOI:10.1021/jm401805h

Reference yield:

: 1979-36-8
2',5'-difluoroacetophenone

: 1346815-04-0
3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-(1-methyl-1H-pyrazol-5-yl)pyridin-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-methyl-pyrrolidin-2-one / 3 h / 140 °C / Inert atmosphere; Alkaline conditions

2.1: (-)-diisopinocamphenylborane chloride / tetrahydrofuran / 21 h / -35 - 20 °C

2.2: 2 h / 20 - 50 °C

3.1: triethylamine / tert-butyl methyl ether / 17 h / -20 - 20 °C

4.1: caesium carbonate / acetone / 32 h / 20 - 60 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 1.5 h / 110 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; caesium carbonate; triethylamine; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; tert-butyl methyl ether; water; acetone; 5.1: |Suzuki Coupling;
DOI:10.1021/jm401805h