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

Base Information

Chemical Name:5-amino-3-[4-(4-chlorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide
CAS No.:1609467-06-2
Molecular Formula:C₂₅H₂₆ClN₅O₄
Molecular Weight:495.966
Hs Code.:

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

There total 15 articles about 5-amino-3-[4-(4-chlorophenoxy)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

: 1609467-64-2
5-amino-3-(4-(4-chlorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazole-4-carboxamide

: 1609467-06-2
5-amino-3-[4-(4-chlorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

Guidance literature:: With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; triethylamine; In N,N-dimethyl-formamide; for 2.5h;

Reference yield:

: 21120-74-1
methyl 4-(4-chlorophenoxy)benzoate

: 1609467-06-2
5-amino-3-[4-(4-chlorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; sodium hydroxide / methanol / 3 h / 0 - 60 °C

2.1: thionyl chloride / 4 h / Reflux

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 3 h / 20 °C

3.3: 18 h / Reflux

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

5.1: water; sodium hydroxide / ethanol / 48 h / 140 °C / Sealed tube

6.1: triethylamine; N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide / N,N-dimethyl-formamide / 2.5 h

With thionyl chloride; N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; water; sodium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 21120-67-2
4-(4'-chlorophenoxy)-benzoic acid

: 1609467-06-2
5-amino-3-[4-(4-chlorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 4 h / Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 3 h / 20 °C

2.3: 18 h / Reflux

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

4.1: water; sodium hydroxide / ethanol / 48 h / 140 °C / Sealed tube

5.1: triethylamine; N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide / N,N-dimethyl-formamide / 2.5 h

With thionyl chloride; N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; water; sodium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil;