3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

Base Information

Chemical Name:3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide
CAS No.:1352240-38-0
Molecular Formula:C₂₇H₂₈FN₃O₂
Molecular Weight:445.537
Hs Code.:

Synonyms:3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

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Chemical Property of 3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

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Technology Process of 3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

There total 5 articles about 3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide 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: 94.0%

: 1352240-33-5
3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzoic acid

: 74-89-5
methylamine

: 1352240-38-0
3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2011.10.054

Reference yield:

: 754235-83-1
(4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

: 1352240-38-0
3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / tetrahydrofuran / 1 h / 20 - 80 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

3: water; sodium hydroxide / ethanol / 1 h / 100 °C

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; water; hydrogen; diisopropylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1016/j.bmc.2011.10.054

Reference yield:

: 1352240-25-5
ethyl 3-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

: 1352240-38-0
3-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}-N-methylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

2: water; sodium hydroxide / ethanol / 1 h / 100 °C

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

With palladium 10% on activated carbon; water; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.10.054