5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

Base Information

Chemical Name:5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide
CAS No.:1609467-19-7
Molecular Formula:C₂₅H₂₃F₄N₅O₃
Molecular Weight:517.483
Hs Code.:

Synonyms:5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

There total 10 articles about 5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-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: 37.0%

: 37759-73-2,944328-71-6
(E)-4,4-difluoro-but-2-enoic acid

: 1609468-26-9
(R)-5-amino-3-(4-(2,4-difluorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazole-4-carboxamide

: 1609467-19-7
5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
DOI:10.1021/acsmedchemlett.8b00461

Reference yield:

: 1609467-67-5
benzyl 3-(5-amino-4-cyano-3-(4-(2,4-difluorophenoxy)phenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate

: 1609467-19-7
5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide; water / ethanol / 24 h / 140 °C / Sealed tube

2: triethylamine / acetonitrile; methanol / Resolution of racemate

3: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 0 °C

With water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acsmedchemlett.8b00461

Reference yield:

: 1609467-66-4
2-((4-(2,4-difluorophenoxy)phenyl)(methoxy)methylene)-malononitrile

: 1609467-19-7
5-amino-1-{(3R)-1-[(2E)-4,4-difluorobut-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / ethanol / 3 h / 20 °C

2: sodium hydroxide; water / ethanol / 24 h / 140 °C / Sealed tube

3: triethylamine / acetonitrile; methanol / Resolution of racemate

4: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 0 °C

With water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acsmedchemlett.8b00461