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

Base Information

Chemical Name:4-chloro-1-[2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-4-phenylcarbamoylmethoxyphenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide
CAS No.:1445778-74-4
Molecular Formula:C₃₈H₄₄ClN₅O₅
Molecular Weight:686.251
Hs Code.:

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

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

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

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

There total 9 articles about 4-chloro-1-[2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-4-phenylcarbamoylmethoxyphenyl]-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: 50.0%

: 1445778-73-3
[4-(4-chloro-3-dibutylcarbamoyl-5-methylpyrazol-1-yl)-3-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)phenoxy]acetic acid

: 62-53-3
aniline

: 1445778-74-4
4-chloro-1-[2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-4-phenylcarbamoylmethoxyphenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Guidance literature:: [4-(4-chloro-3-dibutylcarbamoyl-5-methylpyrazol-1-yl)-3-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)phenoxy]acetic acid; aniline; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With triethylamine; In dichloromethane; for 12h;

Reference yield:

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

: 1445778-74-4
4-chloro-1-[2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-4-phenylcarbamoylmethoxyphenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Guidance literature:: Multi-step reaction with 9 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

7.1: triethylamine; potassium carbonate / acetonitrile / 12 h / 20 °C

8.1: sodium hydroxide; methanol / water / 12 h / 20 °C

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

9.2: 12 h

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

Reference yield:

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

: 1445778-74-4
4-chloro-1-[2-((S)-3-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-4-phenylcarbamoylmethoxyphenyl]-5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide

Guidance literature:: Multi-step reaction with 8 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

6.1: triethylamine; potassium carbonate / acetonitrile / 12 h / 20 °C

7.1: sodium hydroxide; methanol / water / 12 h / 20 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

8.2: 12 h

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