4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

Base Information

Chemical Name:4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine
CAS No.:1187197-76-7
Molecular Formula:C₂₀H₂₃ClFNO
Molecular Weight:347.86
Hs Code.:

Synonyms:4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

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Chemical Property of 4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

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Technology Process of 4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

There total 5 articles about 4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine 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: 91.0%

: 1142231-87-5
(3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)phenyl)methanol

: 1187197-76-7
4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

Guidance literature:: With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml300427u

Reference yield:

: 1142224-45-0
methyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(trifluoromethylsulfonyloxy)benzoate

: 1187197-76-7
4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 87 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: hydrogen; palladium 10% on activated carbon / methanol; ethyl acetate / 2 h / Inert atmosphere

4: chiral OD column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

5: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ml300427u

Reference yield:

: 1043869-98-2
(5-fluoro-2-methoxypyridin-4-yl)boronic acid

: 1187197-76-7
4-(4-(chloromethyl)-2-((R)-2,2-dimethylcyclopentyl)phenyl)-5-fluoro-2-methoxypyridine

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 87 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: hydrogen; palladium 10% on activated carbon / methanol; ethyl acetate / 2 h / Inert atmosphere

4: chiral OD column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

5: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ml300427u