(αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

Base Information

Chemical Name:(αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol
CAS No.:1274885-22-1
Molecular Formula:C₁₉H₂₀F₂N₄O
Molecular Weight:358.391
Hs Code.:

Synonyms:(αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

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Chemical Property of (αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

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Technology Process of (αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

There total 9 articles about (αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol 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: 37.0%

: 1274887-37-4
C₂₅H₃₄F₂N₄OSi

: 1274885-22-1
(αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

Guidance literature:: C₂₅H₃₄F₂N₄OSi; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran;

With hydrogenchloride; In water;

Reference yield:

: 42558-50-9,56009-31-5,60793-22-8,133098-13-2
methyl (3R)-3-hydroxypentanoate

: 1274885-22-1
(αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: dmap; 1H-imidazole / N,N-dimethyl-formamide / 0 °C

1.2: 20 °C

2.1: lithium borohydride / tetrahydrofuran / 2.08 h / 20 °C / Reflux

2.2: 0.5 h / 0 °C

3.1: 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 1 h

4.1: sodium hydride / n-heptane; tetrahydrofuran / 0.25 h / 0 - 5 °C / Inert atmosphere

4.2: 0 - 20 °C

5.1: ethanol; sodium / 20 °C / Inert atmosphere; Reflux

5.2: 20 - 50 °C

6.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 2 h / 110 °C / Microwave irradiation

7.1: manganese(IV) oxide / dichloromethane / 2 h / 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; dmap; manganese(IV) oxide; lithium borohydride; ethanol; tetrabutyl ammonium fluoride; sodium; sodium hydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 4-methylmorpholine N-oxide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 109346-75-0
(3R)-3-(tert-butyldimethylsilyloxy)pentanal

: 1274885-22-1
(αR)-3-[(3,4-difluorophenyl)amino]-α-ethyl-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / n-heptane; tetrahydrofuran / 0.25 h / 0 - 5 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: ethanol; sodium / 20 °C / Inert atmosphere; Reflux

2.2: 20 - 50 °C

3.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 2 h / 110 °C / Microwave irradiation

4.1: manganese(IV) oxide / dichloromethane / 2 h / 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With manganese(IV) oxide; ethanol; tetrabutyl ammonium fluoride; sodium; sodium hydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; n-heptane; dichloromethane;