1-Piperazinecarboxylic acid, 4-(6-chloro-2,3-dihydro-1-oxo-1H-pyrrolo[3,4-c]pyridin-4-yl)-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 4-(6-chloro-2,3-dihydro-1-oxo-1H-pyrrolo[3,4-c]pyridin-4-yl)-, 1,1-dimethylethyl ester
• CAS No.: 1201676-04-1
• Molecular Formula: C16H21ClN4O3
• Molecular Weight: 352.821
• Mol file: 1201676-04-1.mol

Synonyms:

Chemical Property of 1-Piperazinecarboxylic acid, 4-(6-chloro-2,3-dihydro-1-oxo-1H-pyrrolo[3,4-c]pyridin-4-yl)-, 1,1-dimethylethyl ester

Chemical Property:

• Boiling Point: 610.5±55.0 °C(Predicted)
• PKA: 11.46±0.20(Predicted)
• PSA: 74.77000
• Density: 1.322±0.06 g/cm3(Predicted)
• LogP: 2.36720

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperazinecarboxylic acid, 4-(6-chloro-2,3-dihydro-1-oxo-1H-pyrrolo[3,4-c]pyridin-4-yl)-, 1,1-dimethylethyl ester

There total 3 articles about 1-Piperazinecarboxylic acid, 4-(6-chloro-2,3-dihydro-1-oxo-1H-pyrrolo[3,4-c]pyridin-4-yl)-, 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: 63.0%

4,6-dichloro-2,3-dihydropyrrolo[3,4-c]pyridin-1-one (1201676-03-0) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(6-chloro-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (1201676-04-1) + 4-(4-chloro-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-yl)piperazine-1-carboxylic acid tert-butyl ester (1201676-05-2)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 120 ℃; for 40h; Sealed tube;

DOI:10.1021/jm100076w

Reference yield:

3-bromomethyl-2,6-dichloroisonicotinic acid ethyl ester (1201676-02-9) → 4-(6-chloro-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (1201676-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide / tetrahydrofuran / 18 h / 20 °C

2: triethylamine / 1,4-dioxane / 40 h / 120 °C

With ammonium hydroxide; triethylamine; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

2,6-dichloro-3-methylisonicotinic acid ethyl ester (137520-99-1) → 4-(6-chloro-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (1201676-04-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide; acetic acid; dibenzoyl peroxide / tetrachloromethane / 5 h / 60 °C

2: ammonium hydroxide / tetrahydrofuran / 18 h / 20 °C

3: triethylamine / 1,4-dioxane / 40 h / 120 °C

With ammonium hydroxide; N-Bromosuccinimide; acetic acid; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane;

upstream raw materials:

4,6-dichloro-2,3-dihydropyrrolo[3,4-c]pyridin-1-one

1-t-Butoxycarbonylpiperazine

3-bromomethyl-2,6-dichloroisonicotinic acid ethyl ester

2,6-dichloro-3-methylisonicotinic acid ethyl ester

Downstream raw materials:

4-[6-(2-cyclohexylaminopyridin-4-yl)-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl]piperazine-1-carboxylic acid tert-butyl ester

6-(2-cyclohexylaminopyridin-4-yl)-4-piperazin-1-yl-2,3-dihydropyrrolo[3,4-c]pyridin-1-one