N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

Base Information

Chemical Name:N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide
CAS No.:1304113-27-6
Molecular Formula:C₃₂H₂₉F₂N₇O₂
Molecular Weight:581.625
Hs Code.:

Synonyms:N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

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Chemical Property of N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

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Technology Process of N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

There total 16 articles about N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-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:

: N-[(1R,2S)-4,4-difluoro-2-{[(3aR*,4R*,9bR*)-4-(1H-imidazol-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

: 1304113-27-6
N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at 45 - 60 ℃; for 12h; Product distribution / selectivity;

Reference yield:

: 813445-18-0
ethyl (R)-8-((1-phenylethyl)amino)-1,4-dioxaspiro[4.5]dec-7-ene-7-carboxylate

: 1304113-27-6
N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium tetrahydroborate / isobutyric Acid / 0 - 20 °C

1.2: 2 h / 0 - 10 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 5 h / 50 °C / Inert atmosphere

3.1: sodium carbonate / water; tetrahydrofuran / 20 °C / Cooling with ice

4.1: hydrogenchloride / water; acetone / 20 °C / Cooling with ice

5.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / toluene / 20 °C / Cooling with ice

5.2: 20 °C / Cooling with ice

6.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 4 h / 20 °C

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 12 h / 20 °C

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

9.1: triethylamine; diethyl cyanophosphonate / N,N-dimethyl-formamide / 0 - 20 °C

10.1: ammonia / water; methanol / 12 h / 20 °C

11.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / tetrahydrofuran / 12 h / 45 - 60 °C

With hydrogenchloride; sodium tetrahydroborate; diethyl cyanophosphonate; ammonia; water; hydrogen; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetone; toluene; isobutyric Acid; acetonitrile;

Reference yield:

: 121210-56-8
ethyl 8-hydroxy-1,4-dioxaspiro[4.5]dec-7-ene-7-carboxylate

: 1304113-27-6
N-[(1R,2S)-4,4-difluoro-2-{[4-(1H-imidazol-2-yl)-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl]-4-(3-methyl-1H-pyrazol-1-yl)benzamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: toluene-4-sulfonic acid / toluene / 17 h / 70 °C / Reflux

2.1: sodium tetrahydroborate / isobutyric Acid / 0 - 20 °C

2.2: 2 h / 0 - 10 °C

3.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 5 h / 50 °C / Inert atmosphere

4.1: sodium carbonate / water; tetrahydrofuran / 20 °C / Cooling with ice

5.1: hydrogenchloride / water; acetone / 20 °C / Cooling with ice

6.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / toluene / 20 °C / Cooling with ice

6.2: 20 °C / Cooling with ice

7.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 4 h / 20 °C

8.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 12 h / 20 °C

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

10.1: triethylamine; diethyl cyanophosphonate / N,N-dimethyl-formamide / 0 - 20 °C

11.1: ammonia / water; methanol / 12 h / 20 °C

12.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / tetrahydrofuran / 12 h / 45 - 60 °C

With hydrogenchloride; sodium tetrahydroborate; diethyl cyanophosphonate; ammonia; water; hydrogen; sodium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetone; toluene; isobutyric Acid; acetonitrile;