3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

Base Information

Chemical Name:3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester
CAS No.:1274885-10-7
Molecular Formula:C₂₀H₁₉F₃N₄O₃
Molecular Weight:420.391
Hs Code.:

Synonyms:3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

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Chemical Property of 3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

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Technology Process of 3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

There total 8 articles about 3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester 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: 71.0%

: 67-56-1
methanol

: 1274885-09-4
3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetonitrile

: 1274885-10-7
3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

Guidance literature:: 3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetonitrile; With hydrogenchloride; In water; at 70 ℃; for 3h;

methanol; With hydrogenchloride; In water;

With N-ethyl-N,N-diisopropylamine; In water; Cooling;

Reference yield:

: 349-55-3
5-(trifluoromethyl)-m-anisidine

: 1274885-10-7
3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(I) bromide; sodium nitrite; sulfuric acid; hydrogen bromide / acetic acid / 0 - 20 °C

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

3.1: manganese(IV) oxide / dichloromethane / 6 h / 20 °C

4.1: boron tribromide / dichloromethane / 1 h / -10 °C / Inert atmosphere

5.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 3 h / 20 °C

5.2: 1 h / Reflux; Inert atmosphere

6.1: hydrogenchloride / water / 3 h / 70 °C

6.3: Cooling

With hydrogenchloride; manganese(IV) oxide; sulfuric acid; hydrogen bromide; boron tribromide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; methanesulfonyl chloride; triethylamine; copper(I) bromide; sodium t-butanolate; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; acetic acid;

Reference yield:

: 627527-23-5
1-bromo-3-methoxy-5-(trifluoromethyl)benzene

: 1274885-10-7
3-[[3-methoxy-5-(trifluoromethyl)phenyl]amino]-1-(2-methyl-4-pyridinyl)-1H-pyrazole-5-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: manganese(IV) oxide / dichloromethane / 6 h / 20 °C

3.1: boron tribromide / dichloromethane / 1 h / -10 °C / Inert atmosphere

4.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 3 h / 20 °C

4.2: 1 h / Reflux; Inert atmosphere

5.1: hydrogenchloride / water / 3 h / 70 °C

5.3: Cooling

With hydrogenchloride; manganese(IV) oxide; boron tribromide; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; methanesulfonyl chloride; triethylamine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water;