(1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol

Base Information

Chemical Name:(1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol
CAS No.:1613505-19-3
Molecular Formula:C₂₀H₁₉F₃N₂O₂
Molecular Weight:376.378
Hs Code.:

Synonyms:(1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol

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

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

There total 5 articles about (1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol 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: 69.0%

: 1613504-95-2
methyl 1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazole-6-carboxylate

: 1613505-19-3
(1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm401986p

Reference yield:

: 18595-18-1
3-amino-4-methyl benzoic acid methyl ester

: 1613505-19-3
(1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 20 °C / Cooling with ice

2.1: boron trifluoride diethyl etherate; tert.-butylnitrite / dichloromethane / -78 - 20 °C / Inert atmosphere

2.2: 20 °C

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

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

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; boron trifluoride diethyl etherate; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 4.1: |Suzuki Coupling;
DOI:10.1021/jm401986p

Reference yield:

: 474330-54-6
5-amino-2-bromo-4-methylbenzoic acid methyl ester

: 1613505-19-3
(1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-yl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate; tert.-butylnitrite / dichloromethane / -78 - 20 °C / Inert atmosphere

1.2: 20 °C

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

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

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; boron trifluoride diethyl etherate; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; 3.1: |Suzuki Coupling;
DOI:10.1021/jm401986p