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

Base Information

• Chemical Name: N-(7-fluoro-2-{[(2-methylpropyl)amino]methyl}-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide
• CAS No.: 1314127-81-5
• Molecular Formula: C₂₆H₃₂FN₃O₃
• Molecular Weight: 453.557
• Mol file: 1314127-81-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about N-(7-fluoro-2-{[(2-methylpropyl)amino]methyl}-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: 32.0%

N-(7-fluoro-2-formyl-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (1314129-19-5) + isobutylamine (78-81-9) → N-(7-fluoro-2-{[(2-methylpropyl)amino]methyl}-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (1314127-81-5)

Guidance literature:

N-(7-fluoro-2-formyl-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide; isobutylamine; With acetic acid; In ISOPROPYLAMIDE; at 20 ℃; for 15h;

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

Reference yield:

(S)-tetrahydro-2-furoic acid (87392-07-2) → N-(7-fluoro-2-{[(2-methylpropyl)amino]methyl}-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (1314127-81-5)

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: acetic acid / ISOPROPYLAMIDE / 15 h / 20 °C

8.2: Cooling with ice

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

Reference yield:

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → N-(7-fluoro-2-{[(2-methylpropyl)amino]methyl}-3-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide (1314127-81-5)

Guidance literature:

Multi-step reaction with 6 steps

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

1.2: 2 h / 90 °C

1.3: Cooling with ice

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

2.2: 72 h / 5 - 20 °C

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

3.2: 0.5 h / -25 - 5 °C

3.3: -20 °C

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

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

5.2: 5 h / 70 °C

6.1: acetic acid / ISOPROPYLAMIDE / 15 h / 20 °C

6.2: Cooling with ice

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

upstream raw materials:

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

isobutylamine

(S)-tetrahydro-2-furoic acid

methyl 4-hydroxylbenzoate