N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Chemical Name:N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide
CAS No.:1314127-80-4
Molecular Formula:C₂₇H₃₄FN₃O₃
Molecular Weight:467.584
Hs Code.:

Synonyms:N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Chemical Property of N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Technology Process of N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

There total 9 articles about N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-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: 40.0%

: 5813-64-9
2.2-dimethylpropylamine

: 1314129-19-5
N-(7-fluoro-2-formyl-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

: 1314127-80-4
N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: 2.2-dimethylpropylamine; N-(7-fluoro-2-formyl-3-methyl-1H-indol-6-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:

: 1314129-17-3
ethyl 7-fluoro-3-methyl-6-({4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzoyl}amino)-1H-indole-2-carboxylate

: 1314127-80-4
N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

1.2: 5 h / 70 °C

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

2.2: Cooling with ice

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; ISOPROPYLAMIDE;

Reference yield:

: 87392-07-2
(S)-tetrahydro-2-furoic acid

: 1314127-80-4
N-(2-{[(2,2-dimethylpropyl)amino]methyl}-7-fluoro-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sulfuric acid / 11 h / 22 - 75 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 10 °C

2.2: 2 - 4 °C

3.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 96 h / 20 - 25 °C

3.2: 2 h / 90 °C

3.3: Cooling with ice

4.1: thionyl chloride / N,N-dimethyl-formamide / toluene / 3 h / 50 °C

4.2: 72 h / 5 - 20 °C

5.1: hydrogen / palladium-on-charcoal / water; tetrahydrofuran / 15 h / 20 °C

5.2: 0.5 h / -25 - 5 °C

5.3: -20 °C

6.1: toluene-4-sulfonic acid / ethyl acetate; toluene / 2 h / 100 °C / Reflux

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

7.2: 5 h / 70 °C

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

8.2: Cooling with ice

With lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; hydrogen; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; palladium-on-charcoal; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; ISOPROPYLAMIDE; water; ethyl acetate; toluene;