8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide

Base Information

• Chemical Name: 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide
• CAS No.: 1245738-01-5
• Molecular Formula: C₂₁H₁₈ClF₃N₂O₃
• Molecular Weight: 438.834

Synonyms:8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide

Chemical Property of 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide

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Technology Process of 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide

There total 6 articles about 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide 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: 84.0%

8-chloro-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidine] hydrochloride (1051383-40-4) + phenyl N-[4-(trifluoromethyl)-phenyl]carbamate (23779-14-8) → 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide (1245738-01-5)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1016/j.bmc.2013.08.031

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide (1245738-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyrrolidine / methanol / 24 h / 20 °C

2: hydrogenchloride / ethyl acetate / 2 h / 20 °C

3: triethylamine / dimethyl sulfoxide / 20 °C

With pyrrolidine; hydrogenchloride; triethylamine; In methanol; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/j.bmc.2013.08.031

Reference yield:

1-(3-chloro-2-hydroxyphenyl)ethanone (3226-34-4) → 8-chloro-4-oxo-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide (1245738-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyrrolidine / methanol / 24 h / 20 °C

2: hydrogenchloride / ethyl acetate / 2 h / 20 °C

3: triethylamine / dimethyl sulfoxide / 20 °C

With pyrrolidine; hydrogenchloride; triethylamine; In methanol; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/j.bmc.2013.08.031

upstream raw materials:

8-chloro-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidine] hydrochloride

phenyl N-[4-(trifluoromethyl)-phenyl]carbamate

N-tert-butyloxycarbonylpiperidin-4-one

1-(3-chloro-2-hydroxyphenyl)ethanone

Downstream raw materials:

(4E)-8-chloro-4-(hydroxyimino)-N-[4-(trifluoromethyl)phenyl]-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxamide

(±)-8-chloro-4-hydroxy-N-[4-(trifluoromethyl)phenyl]-3,4-dihydrospiro[chromene-2,4'-piperidine]-1'-carboxamide

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