2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid

Base Information

• Chemical Name: 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid
• CAS No.: 1352835-84-7
• Molecular Formula: C₃₀H₂₇FN₄O₅
• Molecular Weight: 542.567
• Mol file: 1352835-84-7.mol

Synonyms:2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid

Chemical Property of 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid

There total 16 articles about 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid 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:

4-(3-amino-2-fluorophenyl)-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indole-1-carboxamide (1352835-83-6) + 2-formyl-5-methylbenzoic acid (150867-03-1) → 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid (1352835-84-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; dichloromethane; Inert atmosphere;

Reference yield:

6-hydroxy-1H-indole (2380-86-1) → 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid (1352835-84-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 75 °C

2.1: 125 °C

3.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 3 h / Inert atmosphere

3.2: pH ~ 11

4.1: hydrogenchloride / toluene; 1,4-dioxane / 16 h / 20 °C

4.2: pH 10

4.3: 3.5 h / 125 °C

5.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h

5.2: pH 4 - 5

6.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 2 h / Inert atmosphere

7.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 2 h

8.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane; tetrahydrofuran / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide monohydrate; water; hydrogen; sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

3-amino-2-fluorobenzonitrile (873697-68-8) → 2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-fluorophenylamino)methyl)-5-methylbenzoic acid (1352835-84-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium carbonate / tetrahydrofuran / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 5.75 h / -78 - 20 °C / Inert atmosphere

2.2: 1.33 h / Cooling with ice

3.1: acetic acid / 2 h / 90 °C / Inert atmosphere

4.1: 125 °C

5.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 3 h / Inert atmosphere

5.2: pH ~ 11

6.1: hydrogenchloride / toluene; 1,4-dioxane / 16 h / 20 °C

6.2: pH 10

6.3: 3.5 h / 125 °C

7.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h

7.2: pH 4 - 5

8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 2 h / Inert atmosphere

9.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 2 h

10.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane; tetrahydrofuran / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide monohydrate; water; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

6-hydroxy-1H-indole

methyl 2,5-dimethylbenzoate

3-amino-2-fluorobenzonitrile

benzyl 3-cyano-2-fluorophenylcarbamate