N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Base Information

Chemical Name:N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide
CAS No.:1314127-09-7
Molecular Formula:C₂₈H₃₅N₃O₄
Molecular Weight:477.604
Hs Code.:

Synonyms:N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Chemical Property of N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Technology Process of N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

There total 10 articles about N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-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: 42.0%

: 130290-79-8
4-tetrahydropyranmethylamine

: 1314128-13-6
N-(2-formyl-3-methyl-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

: 1314127-09-7
N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: 4-tetrahydropyranmethylamine; N-(2-formyl-3-methyl-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide; With sodium tris(acetoxy)borohydride; acetic acid; In ISOPROPYLAMIDE; at 20 ℃; for 15h;

With sodium hydroxide; In ISOPROPYLAMIDE; water; Cooling with ice;

Reference yield:

: 100-01-6,104810-17-5
4-nitro-aniline

: 1314127-09-7
N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: dirhodium tetraacetate / toluene / 1 h / 120 °C / Inert atmosphere

2.1: Amberlyst / toluene / 15 h / 135 °C

3.1: palladium-on-charcoal / tetrahydrofuran / 72 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h / 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 5 - 20 °C

5.2: 16 h / 75 °C

6.1: acetic acid; sodium tris(acetoxy)borohydride / ISOPROPYLAMIDE / 15 h / 20 °C

6.2: Cooling with ice

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dirhodium tetraacetate; palladium-on-charcoal; In tetrahydrofuran; ISOPROPYLAMIDE; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1314128-09-0
methyl 2-[(4-nitrophenyl)amino]-3-oxobutanoate

: 1314127-09-7
N-(3-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: Amberlyst / toluene / 15 h / 135 °C

2.1: palladium-on-charcoal / tetrahydrofuran / 72 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 5 - 20 °C

4.2: 16 h / 75 °C

5.1: acetic acid; sodium tris(acetoxy)borohydride / ISOPROPYLAMIDE / 15 h / 20 °C

5.2: Cooling with ice

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium-on-charcoal; In tetrahydrofuran; ISOPROPYLAMIDE; N,N-dimethyl-formamide; toluene;