(R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

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Chemical Name:(R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate
CAS No.:1609468-30-5
Molecular Formula:C₃₀H₂₆ClFN₆O₄
Molecular Weight:589.026
Hs Code.:

Synonyms:(R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

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Chemical Property of (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

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Technology Process of (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

There total 10 articles about (R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate 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: 88.0%

: 1609468-29-2
(R)-benzyl 3-(5-acetamido-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate

: 89402-43-7
5-chloro-2,3-difluoropyridine

: 1609468-30-5
(R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

Guidance literature:: With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 24h;
DOI:10.1021/acsmedchemlett.8b00461

Reference yield:

: 1609468-02-1
2-((4-((tert-butyldimethylsilyl)oxy)phenyl )(methoxy)methylene)malononitrile

: 1609468-30-5
(R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / ethanol / 16 h / Reflux

2: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C

3: water; lithium hydroxide monohydrate / methanol / 2 h / 0 °C

4: Chiralpak / methanol / Resolution of racemate

5: caesium carbonate / dimethyl sulfoxide / 3 h / 80 °C

With lithium hydroxide monohydrate; water; caesium carbonate; triethylamine; In methanol; ethanol; dichloromethane; dimethyl sulfoxide;

Reference yield:

: benzyl 3-hydrazinylpiperidine-1-carboxylate hydrochloride

: 1609468-30-5
(R)-benzyl 3-(5-acetamido-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / ethanol / 16 h / Reflux

2: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C

3: lithium hydroxide monohydrate / methanol; water / 2 h / 0 °C

4: caesium carbonate / dimethyl sulfoxide / 24 h / 80 °C

With lithium hydroxide monohydrate; caesium carbonate; triethylamine; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/acsmedchemlett.8b00461