6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

Base Information

Chemical Name:6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole
CAS No.:1613505-30-8
Molecular Formula:C₂₂H₂₁F₃N₂O
Molecular Weight:386.417
Hs Code.:

Synonyms:6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

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Chemical Property of 6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

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Technology Process of 6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

There total 7 articles about 6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole 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: 68.0%

: 1613505-29-5
1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl trifluoromethanesulfonate

: 411235-57-9
cyclopropylboronic acid

: 1613505-30-8
6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; for 1h; Microwave irradiation;
DOI:10.1021/jm401986p

Reference yield:

: 1613504-76-9
4-bromo-5-methoxy-2-methylbenzenediazonium tetrafluoroborate

: 1613505-30-8
6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

Guidance literature:: Multi-step reaction with 6 steps

1: potassium acetate; 18-crown-6 ether / dichloromethane / 1 h / 20 °C

2: toluene-4-sulfonic acid / chloroform / 20 - 50 °C

3: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 120 °C / Microwave irradiation

4: 1-dodecylthiol; sodium hydroxide / 1-methyl-pyrrolidin-2-one / 5 h / 130 °C / Sealed tube; Inert atmosphere

5: potassium carbonate / tetrahydrofuran / 0.4 h / 120 °C / Microwave irradiation

6: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; potassium acetate; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; sodium hydroxide; 1-dodecylthiol; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; chloroform; water; 3: |Suzuki Coupling / 6: |Suzuki Coupling;
DOI:10.1021/jm401986p

Reference yield:

: 152626-77-2
4-bromo-5-methoxy-2-methylaniline

: 1613505-30-8
6-cyclopropyl-1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole

Guidance literature:: Multi-step reaction with 7 steps

1: dichloromethane / -78 - 20 °C / Inert atmosphere

2: potassium acetate; 18-crown-6 ether / dichloromethane / 1 h / 20 °C

3: toluene-4-sulfonic acid / chloroform / 20 - 50 °C

4: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 120 °C / Microwave irradiation

5: 1-dodecylthiol; sodium hydroxide / 1-methyl-pyrrolidin-2-one / 5 h / 130 °C / Sealed tube; Inert atmosphere

6: potassium carbonate / tetrahydrofuran / 0.4 h / 120 °C / Microwave irradiation

7: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; potassium acetate; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; sodium hydroxide; 1-dodecylthiol; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; chloroform; water; 4: |Suzuki Coupling / 7: |Suzuki Coupling;
DOI:10.1021/jm401986p