N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Base Information

Chemical Name:N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide
CAS No.:1314127-64-4
Molecular Formula:C₂₉H₃₇N₃O₄
Molecular Weight:491.63
Hs Code.:

Synonyms:N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Chemical Property of N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Technology Process of N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

There total 10 articles about N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]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: 17.0%

: 586375-35-1
4-methylpiperidin-4-ol hydrochloride

: 1314128-71-6
N-(2-formyl-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

: 1314127-64-4
N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: 4-methylpiperidin-4-ol hydrochloride; N-(2-formyl-1,7-dimethyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide; With acetic acid; In ISOPROPYLAMIDE; at 20 ℃; for 1h;

With sodium tris(acetoxy)borohydride; In ISOPROPYLAMIDE; at 20 ℃; for 18h;

With sodium hydroxide; In ISOPROPYLAMIDE; water; at 0 ℃;

Reference yield:

: 603-83-8
3-nitro-o-tolylamine

: 1314127-64-4
N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride; sodium nitrite / acetonitrile; water / 0.5 h / -10 - -5 °C

1.2: 0.17 h / -6 - 2 °C

1.3: 1 h / 0 °C

2.1: methanesulfonic acid; Eaton′s Reagent / toluene / 0.33 h / 80 °C

3.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1.5 h / 0 - 20 °C

4.1: hydrogen / palladium-on-charcoal / ethyl acetate / 18 h / 20 °C / 760.05 Torr

5.1: thionyl chloride / N,N-dimethyl-formamide; toluene / 4 h / 40 °C

5.2: 17 h / 0 - 20 °C

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / 0 - 20 °C

6.2: 20 h / Reflux

7.1: acetic acid / ISOPROPYLAMIDE / 1 h / 20 °C

7.2: 18 h / 20 °C

7.3: 0 °C

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; methanesulfonic acid; Eaton′s Reagent; hydrogen; sodium hydride; acetic acid; sodium nitrite; palladium-on-charcoal; In tetrahydrofuran; ISOPROPYLAMIDE; Pionier 2076; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: ethyl 7-methyl-6-nitro-1H-indole-2-carboxylate

: 1314127-64-4
N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,7-dimethyl-1H-indol-6-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; Pionier 2076 / 1.5 h / 0 - 20 °C

2.1: hydrogen / palladium-on-charcoal / ethyl acetate / 18 h / 20 °C / 760.05 Torr

3.1: thionyl chloride / N,N-dimethyl-formamide; toluene / 4 h / 40 °C

3.2: 17 h / 0 - 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / 0 - 20 °C

4.2: 20 h / Reflux

5.1: acetic acid / ISOPROPYLAMIDE / 1 h / 20 °C

5.2: 18 h / 20 °C

5.3: 0 °C

With lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium hydride; acetic acid; palladium-on-charcoal; In tetrahydrofuran; ISOPROPYLAMIDE; Pionier 2076; ethyl acetate; N,N-dimethyl-formamide; toluene;