4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Base Information

Chemical Name:4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide
CAS No.:1445778-80-2
Molecular Formula:C₃₀H₃₇ClN₄O₄
Molecular Weight:553.101
Hs Code.:

4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Synonyms:4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

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Chemical Property of 4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

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Technology Process of 4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

There total 6 articles about 4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide 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: 33.0%

: 1445778-81-3
4-chloro-1-[2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-4-methoxyphenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

: 1445778-80-2
4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Guidance literature:: With aluminum (III) chloride; ethanethiol; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

Reference yield:

: 4027-57-0
ethyl 5-methyl-1H-pyrazole-3-carboxylate

: 1445778-80-2
4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 24 h / 20 °C

2.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 20 °C / Inert atmosphere

2.2: 12 h / Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 130 °C / Microwave irradiation

4.1: potassium hydroxide; water / ethanol / 1.5 h / 150 °C / Microwave irradiation

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

5.2: 60 h / 20 °C

6.1: aluminum (III) chloride; ethanethiol / dichloromethane / 12 h / 20 °C / Inert atmosphere

With aluminum (III) chloride; N-chloro-succinimide; water; trimethylaluminum; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethanethiol; potassium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 637022-63-0
4-chloro-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

: 1445778-80-2
4-chloro-1-[4-hydroxy-2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-phenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 130 °C / Microwave irradiation

3.1: potassium hydroxide; water / ethanol / 1.5 h / 150 °C / Microwave irradiation

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

4.2: 60 h / 20 °C

5.1: aluminum (III) chloride; ethanethiol / dichloromethane / 12 h / 20 °C / Inert atmosphere

With aluminum (III) chloride; water; trimethylaluminum; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethanethiol; potassium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;