ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

Base Information

Chemical Name:ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate
CAS No.:401518-28-3
Molecular Formula:C₂₂H₂₈F₂N₂O₄
Molecular Weight:422.472
Hs Code.:

Synonyms:ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

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Chemical Property of ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

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Technology Process of ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

There total 5 articles about ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate 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: 94.0%

: 105-36-2
ethyl bromoacetate

: 4-(3-cyclopentyloxy-4-difluoromethoxyphenyl)piperidine-4-carbonitrile hydrochloride

: 401518-28-3
ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1016/j.bmc.2004.06.032

Reference yield:

: 666180-13-8
tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-difluoromethoxyphenyl]piperidine-1-carboxylate

: 401518-28-3
ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

Guidance literature:: Multi-step reaction with 2 steps

1: PhSMe; TFA / CH₂Cl₂ / 1 h / 20 °C

2: 94 percent / K₂CO₃ / dimethylformamide / 20 h / 20 °C

With methyl-phenyl-thioether; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.032

Reference yield:

: 153587-15-6
(3-cyclopentyloxy-4-difluoromethoxyphenyl) acetonitrile

: 401518-28-3
ethyl {4-cyano-4-[3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl]piperidin-1-yl}acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiHMDS / tetrahydrofuran / -78 °C

2.1: TFA; C₆H₅SCH₃ / CH₂Cl₂

2.2: aq. HCl / ethyl acetate

3.1: K₂CO₃ / dimethylformamide

With methyl-phenyl-thioether; potassium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2003.09.087