(+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

Base Information

Chemical Name:(+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one
CAS No.:1323359-99-4
Molecular Formula:C₂₁H₂₂N₂O
Molecular Weight:318.418
Hs Code.:

Synonyms:(+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

Chemical Property:

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Technology Process of (+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

There total 5 articles about (+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one 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: 55.0%

: 1323359-94-9
4-{2-[(E)-1-ethoxybuta-1,3-dienyl]-1-methyl-1H-indol-5-yl}-N,N-dimethylbenzenamine

: 1323359-99-4
(+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

Guidance literature:: With o-benzenedisulfonimide; In 1,2-dichloro-ethane; at 80 ℃;
DOI:10.1002/ejoc.201100616

Reference yield:

: C₁₈H₁₇F₃N₂O₃S

: 1323359-99-4
(+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

2: o-benzenedisulfonimide / 1,2-dichloro-ethane / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; o-benzenedisulfonimide; potassium carbonate; In tetrahydrofuran; water; 1,2-dichloro-ethane; 2: Nazarov cyclization;
DOI:10.1002/ejoc.201100616

Reference yield:

: 61-70-1
N-methyl-2-indolinone

: 1323359-99-4
(+/-)-7-[4-(dimethylamino)phenyl]-1,2-dihydro-1,4-dimethylcyclopenta[b]indol-3(4H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: N-Bromosuccinimide / acetonitrile / 0 - 20 °C

2: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate / tetrahydrofuran / Reflux

3: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 °C

4: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

5: o-benzenedisulfonimide / 1,2-dichloro-ethane / 80 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; N-Bromosuccinimide; o-benzenedisulfonimide; palladium diacetate; potassium hexamethylsilazane; potassium carbonate; In tetrahydrofuran; water; 1,2-dichloro-ethane; acetonitrile; 2: Suzuki-Miyaura cross-coupling / 5: Nazarov cyclization;
DOI:10.1002/ejoc.201100616