6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ⁶-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide

Base Information

• Chemical Name: 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ⁶-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide
• CAS No.: 1442116-88-2
• Molecular Formula: C₂₈H₃₄F₅N₅O₃S
• Molecular Weight: 615.668

Synonyms:6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ⁶-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide

Chemical Property of 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ⁶-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide

Chemical Property:

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Technology Process of 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ⁶-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide

There total 6 articles about 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ⁶-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-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:

6-methyl-N-(2-morpholinoethyl)-2-(4-piperidylmethyl)-2H-indazol-5-carboxamide (1442116-83-7) + 4-(pentafluoro-λ6-sulphanyl)benzoic acid (832-32-6) → 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ6-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide (1442116-88-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dimethyl sulfoxide; at 25 ℃; for 1h;

Reference yield:

5-bromo-6-methyl-1H-indazole (885223-72-3) → 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ6-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide (1442116-88-2)

Guidance literature:

Multi-step reaction with 4 steps

1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

2: tri tert-butylphosphoniumtetrafluoroborate; sodium carbonate; palladium diacetate / 1,4-dioxane; water / 2.5 h / 125 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 1 h / 25 °C

With hydrogenchloride; palladium diacetate; tetra-(n-butyl)ammonium iodide; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 4-({6-methyl-5-[N-(2-morpholinoethyl)carbamoyl]-2H-indazol-2-yl}methyl)piperidin-1-carboxylate (1442116-84-8) → 6-methyl-N-(2-morpholinoethyl)-2-({1-[4-(pentafluoro-λ6-sulphanyl)benzoyl]piperidin-4-yl}methyl)-2H-indazole-5-carboxamide (1442116-88-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 1 h / 25 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dimethyl sulfoxide;

upstream raw materials:

6-methyl-N-(2-morpholinoethyl)-2-(4-piperidylmethyl)-2H-indazol-5-carboxamide

4-(pentafluoro-λ⁶-sulphanyl)benzoic acid

tert-butyl 4-({6-methyl-5-[N-(2-morpholinoethyl)carbamoyl]-2H-indazol-2-yl}methyl)piperidin-1-carboxylate

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine

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