2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide

Base Information

• Chemical Name: 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide
• CAS No.: 1428533-63-4
• Molecular Formula: C₃₆H₃₂ClF₃N₆O₆S
• Molecular Weight: 769.201

Synonyms:

Chemical Property of 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide

Chemical Property:

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Safty Information:

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Technology Process of 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide

There total 8 articles about 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide 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:

1-naphthylacetaldehyde (43017-75-0) → 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide (1428533-63-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 0.02 h / 20 °C

1.2: 1 h / Reflux

2.1: hydrogenchloride / diethyl ether / 0.08 h

2.2: Reflux

3.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,2-dimethoxyethane / 0.5 h / Reflux

4.1: potassium carbonate; water / acetonitrile / 0.25 h / 100 °C / Microwave irradiation

5.1: pyridine; trichlorophosphate / 2 h / -15 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; water; palladium diacetate; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide; acetonitrile; 1.1: |Strecker Aminoacid Synthesis / 1.2: |Strecker Aminoacid Synthesis;

DOI:10.1021/jm301887f

Reference yield:

benzyl 2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetate (1428533-42-9) → 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide (1428533-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; water / acetonitrile / 0.25 h / 100 °C / Microwave irradiation

2: pyridine; trichlorophosphate / 2 h / -15 - 20 °C / Inert atmosphere

With pyridine; water; potassium carbonate; trichlorophosphate; In acetonitrile;

DOI:10.1021/jm301887f

Reference yield:

2-naphthaleneethanol (773-99-9) → 2-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide (1428533-63-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 0.02 h / 20 °C

2.2: 1 h / Reflux

3.1: hydrogenchloride / diethyl ether / 0.08 h

3.2: Reflux

4.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,2-dimethoxyethane / 0.5 h / Reflux

5.1: potassium carbonate; water / acetonitrile / 0.25 h / 100 °C / Microwave irradiation

6.1: pyridine; trichlorophosphate / 2 h / -15 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; water; palladium diacetate; sulfur trioxide pyridine complex; potassium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide; acetonitrile; 2.1: |Strecker Aminoacid Synthesis / 2.2: |Strecker Aminoacid Synthesis;

DOI:10.1021/jm301887f

upstream raw materials:

2-(4-(trifluoromethyl)phenyl-sulfonyl-carbamoyl)benzeneammoniumchloride

1-naphthylacetaldehyde

benzyl 2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetate

t-butyl 2-(4-(trifluoromethyl)phenylsulfonyl-carbamoyl)phenylcarbamate

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