N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)benzamide

Base Information

• Chemical Name: N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)benzamide
• CAS No.: 1448315-34-1
• Molecular Formula: C₂₆H₂₅F₅N₈OS
• Molecular Weight: 592.596

Synonyms:N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)benzamide

Chemical Property of N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)benzamide

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Technology Process of N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)benzamide

There total 7 articles about N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)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:

tert-butyl 4-[3-({4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-carbamoyl)-5-(pentafluoro-λ6-sulphanyl)phenyl]piperazin-1-carboxylate (1448317-81-4) → N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ6-sulphanyl)-5-(piperazin-1-yl)benzamide (1448315-34-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

1-(2,2-diethoxyethyl)-N-(2-methyl-5-nitrophenyl)-1'-(tetrahydro-2H-pyran-2-yl)-1H,1'H-3,4'-bipyrazole-5-amine (1448317-24-5) → N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ6-sulphanyl)-5-(piperazin-1-yl)benzamide (1448315-34-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / ethanol / 0.25 h / 120 °C / Microwave irradiation

2.1: palladium 10% on activated carbon / ethanol; cyclohexene / 16 h / Inert atmosphere; Reflux

3.1: HATU; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 16 h / -5 - 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With 4-methyl-morpholine; sulfuric acid; palladium 10% on activated carbon; HATU; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide; cyclohexene;

Reference yield:

3-(pentafluoro-λ6-sulphanyl)benzoic acid (833-96-5) → N-{4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ6-sulphanyl)-5-(piperazin-1-yl)benzamide (1448315-34-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; trifluoroacetic acid; N-Bromosuccinimide / 18 h / 50 °C

2.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; sodium t-butanolate / dichloromethane; toluene / 6 h / 110 °C / Inert atmosphere

3.1: HATU; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 16 h / -5 - 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With 4-methyl-morpholine; N-Bromosuccinimide; sulfuric acid; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; HATU; trifluoroacetic acid; sodium t-butanolate; XPhos; In dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

1-(2,2-diethoxyethyl)-N-(2-methyl-5-nitrophenyl)-1'-(tetrahydro-2H-pyran-2-yl)-1H,1'H-3,4'-bipyrazole-5-amine

1-(2-methyl-5-nitrophenyl)-6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazole

3-(pentafluoro-λ⁶-sulphanyl)benzoic acid

3-bromo-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

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