methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate

Base Information

• Chemical Name: methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate
• CAS No.: 107786-90-3
• Molecular Formula: C₂₄H₂₇N₃O₅
• Molecular Weight: 437.495
• Mol file: 107786-90-3.mol

Synonyms:methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate

Chemical Property of methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate

There total 9 articles about methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate 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: 96.0%

methyl 4-[2-(acetoxyimino)-2-[5-(cyclopentyloxycarbonyl)amino-2-(methylamino)phenyl]ethyl]-3-methoxybenzoate (107786-91-4) → methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate (107786-90-3)

Guidance literature:

at 170 ℃;

DOI:10.1021/jm00168a037

Reference yield:

methyl 4-(bromomethyl)-3-methoxybenzoate (70264-94-7) → methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate (107786-90-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 45 percent / silver(I) oxide / dioxane / 20 h / 60 °C

2: 1.) NaH / 1.) THF, 10 min, 2.) 30 min

3: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

4: 74 percent / N-methylmorpholine / CH₂Cl₂ / 2 h

5: 98 percent / Rose Bengal, O₂ / methanol / 1.5 h / Irradiation

6: 59 percent / NH₂OH*HCl, pyridine / 18 h / Heating

7: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h

8: 96 percent / 170 °C

With 4-methyl-morpholine; pyridine; dmap; hydroxylamine hydrochloride; hydrogen; oxygen; rose bengal; sodium hydride; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jm00168a037

Reference yield:

3-methoxy-4-(1-methyl-5-nitroindol-3-ylmethyl)-benzoic acid methyl ester (107754-15-4) → methyl 4-<<5-<<(cyclopentyloxy)carbonyl>amino>-1-methylindazol-3-yl>methyl>-3-methoxybenzoate (107786-90-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

2: 74 percent / N-methylmorpholine / CH₂Cl₂ / 2 h

3: 98 percent / Rose Bengal, O₂ / methanol / 1.5 h / Irradiation

4: 59 percent / NH₂OH*HCl, pyridine / 18 h / Heating

5: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h

6: 96 percent / 170 °C

With 4-methyl-morpholine; pyridine; dmap; hydroxylamine hydrochloride; hydrogen; oxygen; rose bengal; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm00168a037

upstream raw materials:

methyl 4-[2-(acetoxyimino)-2-[5-(cyclopentyloxycarbonyl)amino-2-(methylamino)phenyl]ethyl]-3-methoxybenzoate

cyclopentyl chloroformate

methyl 4-(bromomethyl)-3-methoxybenzoate

methyl 4-<(5-amino-1-methylindol-3-yl)methyl>-3-methoxybenzoate

Downstream raw materials:

{3-[4-(2-Bromo-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indazol-5-yl}-carbamic acid cyclopentyl ester

{3-[4-(2-Chloro-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indazol-5-yl}-carbamic acid cyclopentyl ester

{3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indazol-5-yl}-carbamic acid cyclopentyl ester

N-[4-[5-(cyclopentyloxycarbonyl)amino-1-methylindazol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide