5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

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Chemical Name:5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide
CAS No.:1609467-29-9
Molecular Formula:C₂₄H₂₄ClFN₆O₄
Molecular Weight:514.944
Hs Code.:

Synonyms:5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

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Chemical Property of 5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

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Technology Process of 5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

There total 9 articles about 5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-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:

: 24587-49-3
(2E)-4-hydroxybut-2-enoic acid

: 1609468-31-6
(R)-5-amino-3-(4-((5-chloro-3-fluoropyridin-2-yl)oxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazole-4-carboxamide

: 1609467-29-9
5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

Reference yield:

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

: 1609467-29-9
5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 7 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

6: sulfuric acid / 18 h / 20 °C / Cooling with ice

7: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 0 °C

With lithium hydroxide monohydrate; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1609468-03-2
benzyl 3-(5-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-4-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

: 1609467-29-9
5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: Chiralpak / methanol / Resolution of racemate

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

5: sulfuric acid / 18 h / 20 °C / Cooling with ice

6: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 0 °C

With lithium hydroxide monohydrate; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;