(1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

Base Information

Chemical Name:(1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide
CAS No.:1383746-49-3
Molecular Formula:C₂₂H₂₂F₃N₅O
Molecular Weight:429.445
Hs Code.:

Synonyms:(1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

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Chemical Property of (1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

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Technology Process of (1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

There total 15 articles about (1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide 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:

: C₁₆H₁₆ClF₂N₃O

: 301222-66-2
2-amino-5-fluoro-4-methylpyridine

: 1383746-49-3
(1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 60 ℃; for 1h;

Reference yield:

: 63106-93-4,96847-52-8,96847-75-5,96847-53-9
(1S,5R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one

: 1383746-49-3
(1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 15 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 35 °C

1.2: Cooling with ice

2.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / -15 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

3.2: 2 h / 0 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: 3.5 h / -78 - 0 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 35 °C

6.1: triethylamine / dichloromethane / 7 h / 0 - 35 °C

7.1: hydrogenchloride; water / acetonitrile / 1 h / 50 °C

8.1: sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 - 35 °C

9.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 35 °C

10.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 70 °C

11.1: sodium hydroxide; water / ethanol / 1 h / 70 °C

12.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

12.2: 0.5 h / 0 °C

13.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; acetone / 2 h / 10 - 35 °C

14.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 10 - 35 °C

15.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 60 °C

With 1H-imidazole; hydrogenchloride; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; water; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; mineral oil; 3.1: Swern Oxidation / 4.1: Wittig Reaction / 4.2: Wittig Reaction / 12.1: Swern Oxidation;

Reference yield:

: 140-29-4
phenylacetonitrile

: 1383746-49-3
(1R,2S)-2-[2-(3-difluoromethyl-5-methyl-1H-1,2,4-triazol-1-yl)ethyl]-N-(5-fluoro-4-methylpyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 16 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / Cooling with ice-salt

1.2: 0 - 20 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 35 °C

2.2: Cooling with ice

3.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / -15 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

4.2: 2 h / 0 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

5.2: 3.5 h / -78 - 0 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 35 °C

7.1: triethylamine / dichloromethane / 7 h / 0 - 35 °C

8.1: hydrogenchloride; water / acetonitrile / 1 h / 50 °C

9.1: sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 - 35 °C

10.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 35 °C

11.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 70 °C

12.1: sodium hydroxide; water / ethanol / 1 h / 70 °C

13.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

13.2: 0.5 h / 0 °C

14.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; acetone / 2 h / 10 - 35 °C

15.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 10 - 35 °C

16.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 60 °C

With 1H-imidazole; hydrogenchloride; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; mineral oil; 4.1: Swern Oxidation / 5.1: Wittig Reaction / 5.2: Wittig Reaction / 13.1: Swern Oxidation;