1-Pyrrolidinecarboxylic acid, 2-[[4-[1-(2,4-dichlorophenyl)-4-methyl-3-[(1-piperidinylamino)carbonyl]-1 H-pyrazol-5-yl]phenoxy]methyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylic acid, 2-[[4-[1-(2,4-dichlorophenyl)-4-methyl-3-[(1-piperidinylamino)carbonyl]-1 H-pyrazol-5-yl]phenoxy]methyl]-, 1,1-dimethylethyl ester
• CAS No.: 501426-63-7
• Molecular Formula: C32H39Cl2N5O4
• Molecular Weight: 628.599
• Mol file: 501426-63-7.mol

Synonyms:

Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[[4-[1-(2,4-dichlorophenyl)-4-methyl-3-[(1-piperidinylamino)carbonyl]-1 H-pyrazol-5-yl]phenoxy]methyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[[4-[1-(2,4-dichlorophenyl)-4-methyl-3-[(1-piperidinylamino)carbonyl]-1 H-pyrazol-5-yl]phenoxy]methyl]-, 1,1-dimethylethyl ester

There total 8 articles about 1-Pyrrolidinecarboxylic acid, 2-[[4-[1-(2,4-dichlorophenyl)-4-methyl-3-[(1-piperidinylamino)carbonyl]-1 H-pyrazol-5-yl]phenoxy]methyl]-, 1,1-dimethylethyl ester 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: 78.0%

N-Boc-prolinol (170491-63-1) + NIDA 41057 (502486-92-2) → 2-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenoxymethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (501426-63-7)

Guidance literature:

With diethylazodicarboxylate; triethylphosphine; In tetrahydrofuran; for 16h;

DOI:10.1021/jm020157x

Reference yield:

2,4-dichlorophenyl hydrazine hydrochloride (5446-18-4) → 2-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenoxymethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (501426-63-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium bis(trimethylsilyl)amide / diethyl ether; various solvent(s) / -78 - 20 °C

1.2: ethanol / 16 h / 20 °C

1.3: 81 percent / acetic acid / 18 h / Heating

2.1: KOH / methanol / 16 h / Heating

3.1: 96 percent / HBr / acetic acid / Heating

4.1: thionyl chloride / toluene / Heating

5.1: triethyl amine / CH₂Cl₂

6.1: 78 percent / triethyl phosphine; diethyl azodicarboxylate / tetrahydrofuran / 16 h

With potassium hydroxide; thionyl chloride; hydrogen bromide; triethylamine; lithium hexamethyldisilazane; diethylazodicarboxylate; triethylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; toluene; 6.1: Mitsunobu coupling;

DOI:10.1021/jm020157x

Reference yield:

1-Aminopiperidine (2213-43-6) → 2-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenoxymethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (501426-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethyl amine / CH₂Cl₂

2: 78 percent / triethyl phosphine; diethyl azodicarboxylate / tetrahydrofuran / 16 h

With triethylamine; diethylazodicarboxylate; triethylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu coupling;

DOI:10.1021/jm020157x

upstream raw materials:

N-Boc-prolinol

NIDA 41057

2,4-dichlorophenyl hydrazine hydrochloride

1-Aminopiperidine