1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

Base Information

Chemical Name:1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid
CAS No.:1398410-29-1
Molecular Formula:C₂₇H₂₃F₃N₄O₃
Molecular Weight:508.5
Hs Code.:

Synonyms:1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

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Chemical Property of 1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

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Technology Process of 1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

There total 5 articles about 1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic 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:

: 1398414-91-9
ethyl 1-(6-(5-methyl-2-((1,2,3,4-tetrahydroisoquinolin-6-yl)methoxy)phenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

: 1398410-29-1
1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

Guidance literature:: ethyl 1-(6-(5-methyl-2-((1,2,3,4-tetrahydroisoquinolin-6-yl)methoxy)phenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate; With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 50 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

: 1128268-00-7
ethyl 1-(6-chloropyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

: 1398410-29-1
1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 15 h / 80 °C

2.1: boron tribromide / dichloromethane / 3.83 h / 0 - 20 °C

3.1: 1,1'-azodicarbonyl-dipiperidine; tributylphosphine / toluene; tetrahydrofuran / 14 h / 80 °C

3.2: 2 h / 20 °C

4.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 5 h / 50 °C

4.2: 20 °C

With tributylphosphine; lithium hydroxide monohydrate; boron tribromide; sodium carbonate; 1,1'-azodicarbonyl-dipiperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; 1.1: Suzuki Coupling / 3.1: Mitsunobu reaction;

Reference yield:

: 1128268-25-6
ethyl 1-[6-(2-hydroxy-5-methylphenyl)pyridin-2-yl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

: 1398410-29-1
1-{6-[5-methyl-2-(1,2,3,4-tetrahydroisoquinolin-6-ylmethoxy)phenyl]pyridin-2-yl}-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1'-azodicarbonyl-dipiperidine; tributylphosphine / toluene; tetrahydrofuran / 14 h / 80 °C

1.2: 2 h / 20 °C

2.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 5 h / 50 °C

2.2: 20 °C

With tributylphosphine; lithium hydroxide monohydrate; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; water; toluene; 1.1: Mitsunobu reaction;