4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide

Base Information

• Chemical Name: 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide
• CAS No.: 1314127-26-8
• Molecular Formula: C₂₆H₃₃N₃O₃
• Molecular Weight: 435.566
• Mol file: 1314127-26-8.mol

Synonyms:4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide

Chemical Property of 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide

There total 3 articles about 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)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: 94.0%

4-(cyclopropylmethoxy)-N-(2-formyl-1,4-dimethyl-1H-indol-5-yl)benzamide (1314128-32-9) + 1-Amino-2-methyl-propan-2-ol (2854-16-2) → 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide (1314127-26-8)

Guidance literature:

4-(cyclopropylmethoxy)-N-(2-formyl-1,4-dimethyl-1H-indol-5-yl)benzamide; 1-Amino-2-methyl-propan-2-ol; With acetic acid; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 3h;

With sodium tris(acetoxy)borohydride; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 15h;

With sodium hydroxide; In 1-methyl-pyrrolidin-2-one; water; ethyl acetate; at 20 ℃;

Reference yield:

4-(cyclopropylmethoxy)benzoic acid (355391-05-8) → 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide (1314127-26-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dmap / N,N-dimethyl-formamide / 22 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C

2.2: 1 h / Reflux

3.1: acetic acid / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C

3.2: 15 h / 20 °C

3.3: 20 °C

With lithium aluminium tetrahydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

Reference yield:

ethyl 5-({[4-(cyclopropylmethoxy)phenyl]carbonyl}amino)-1,4-dimethyl-1H-indole-2-carboxylate (1314128-31-8) → 4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide (1314127-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 1 h / Reflux

2.1: acetic acid / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C

2.2: 15 h / 20 °C

2.3: 20 °C

With lithium aluminium tetrahydride; acetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

upstream raw materials:

ethyl 5-({[4-(cyclopropylmethoxy)phenyl]carbonyl}amino)-1,4-dimethyl-1H-indole-2-carboxylate

4-(cyclopropylmethoxy)-N-(2-formyl-1,4-dimethyl-1H-indol-5-yl)benzamide

1-Amino-2-methyl-propan-2-ol

4-(cyclopropylmethoxy)benzoic acid