methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Base Information

Chemical Name:methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate
CAS No.:346688-02-6
Molecular Formula:C₂₁H₁₉ClN₂O₃
Molecular Weight:382.846
Hs Code.:

Synonyms:methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

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Chemical Property of methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

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Technology Process of methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

There total 6 articles about methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate 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:

: 171053-65-9
methyl 4-(2-formylethyl)-6-chloroindole-2-carboxylate

: 346688-02-6
methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / t-BuOK / tetrahydrofuran / 1.5 h / 20 °C

2: 95 percent / NCS; NaI / dimethylformamide / 2 h / 20 °C

3: 80 percent Chromat_. / AIBN; Bu₃SnH / chlorobenzene / 1 h / Heating

4: 90.2 g / aq. HCl / acetic acid / 3.5 h / 80 °C

5: HOBt; WSC / dimethylformamide / 20 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tri-n-butyl-tin hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium iodide; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; chlorobenzene; 1: Wittig-Horner-Emmons reaction;
DOI:10.1021/jo010002h

Reference yield:

: 346687-94-3
methyl 4-(4-ethoxycarbonyl-3-butenyl)-6-chloroindole-2-carboxylate

: 346688-02-6
methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NCS; NaI / dimethylformamide / 2 h / 20 °C

2: 80 percent Chromat_. / AIBN; Bu₃SnH / chlorobenzene / 1 h / Heating

3: 90.2 g / aq. HCl / acetic acid / 3.5 h / 80 °C

4: HOBt; WSC / dimethylformamide / 20 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium iodide; In acetic acid; N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1021/jo010002h

Reference yield:

: 295788-46-4
methyl 7-chloro-3-ethoxycarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

: 346688-02-6
methyl 7-chloro-3-phenylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 90.2 g / aq. HCl / acetic acid / 3.5 h / 80 °C

2: HOBt; WSC / dimethylformamide / 20 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo010002h