N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate

Base Information

• Chemical Name: N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate
• CAS No.: 1187323-29-0
• Molecular Formula: CH₂O₂*C₁₉H₁₈F₃N₃O₃S₂
• Molecular Weight: 503.523

Synonyms:N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate

Chemical Property of N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate

Chemical Property:

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Technology Process of N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate

There total 9 articles about N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate 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: 19.0%

[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]boronic acid + formic acid (64-18-6) + 4-bromo-H-(1-oxidotetrahydro-2H-thiopyran-4-yl)benzenesulfonamide (1187323-35-8) → N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate (1187323-29-0)

Guidance literature:

[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]boronic acid; 4-bromo-H-(1-oxidotetrahydro-2H-thiopyran-4-yl)benzenesulfonamide; With potassium phosphate; 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex; In 1,4-dioxane; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

formic acid; In water; acetonitrile;

Reference yield:

2-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (918514-78-0) → N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate (1187323-29-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 0 - 20 °C / Inert atmosphere

2.1: methanesulfonyl chloride / N,N-dimethyl-formamide / 50 - 70 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / 20 °C / Heating; Inert atmosphere

3.2: 20 - 80 °C / Inert atmosphere

3.3: 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.25 h / 20 °C / Inert atmosphere

4.2: 0.5 h / -78 °C / Inert atmosphere

5.1: potassium phosphate / 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

5.2: 10*2.54 cm ID ABZ+ column

With hydrogenchloride; potassium phosphate; sodium hydride; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield:

2-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine 7-oxide (1014607-03-4) → N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate (1187323-29-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanesulfonyl chloride / N,N-dimethyl-formamide / 50 - 70 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 20 °C / Heating; Inert atmosphere

2.2: 20 - 80 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.25 h / 20 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: potassium phosphate / 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

4.2: 10*2.54 cm ID ABZ+ column

With hydrogenchloride; potassium phosphate; sodium hydride; methanesulfonyl chloride; 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

formic acid

4-bromo-H-(1-oxidotetrahydro-2H-thiopyran-4-yl)benzenesulfonamide

4-tetrahydrothiopyranylamine

2-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine

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