1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester
• CAS No.: 1616480-16-0
• Molecular Formula: C₂₂H₂₂ClF₂NO₂
• Molecular Weight: 405.872
• Mol file: 1616480-16-0.mol

Synonyms:1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

Chemical Property of 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

There total 13 articles about 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl 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:

2,2-difluoro-1-hydroxy-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester (1616480-15-9) → 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester (1616480-16-0)

Guidance literature:

With pyridine; thionyl chloride; at 70 ℃; for 1h;

Reference yield:

2-fluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester (1616480-13-7) → 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester (1616480-16-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; t-butyldimethylsiyl triflate / dichloromethane / 16 h / 0 - 20 °C

1.2: 1.5 h / 0 - 20 °C

2.1: diethyl ether / 1 h / Reflux

3.1: pyridine; thionyl chloride / 1 h / 70 °C

With pyridine; thionyl chloride; t-butyldimethylsiyl triflate; triethylamine; In diethyl ether; dichloromethane;

Reference yield:

1,2,4,5-tetrahydrobenzo[d]azepine-3,7-dicarboxylic acid 3-ethyl ester (1616479-90-3) → 1-chloro-2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester (1616480-16-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 18 h / 50 °C / 2585.81 Torr

3.1: N-iodo-succinimide; trifluoroacetic acid / chloroform / 16 h / 20 °C

4.1: sodium hydroxide / methanol / 16 h / 20 °C

5.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.17 h / 0 - 20 °C

6.1: hydrogen; 5%-palladium/activated carbon / ethanol / 16 h / 2585.81 Torr

7.1: Selectfluor / methanol / 2 h / Reflux

8.1: triethylamine; t-butyldimethylsiyl triflate / dichloromethane / 16 h / 0 - 20 °C

8.2: 1.5 h / 0 - 20 °C

9.1: diethyl ether / 1 h / Reflux

10.1: pyridine; thionyl chloride / 1 h / 70 °C

With pyridine; N-iodo-succinimide; thionyl chloride; oxalyl dichloride; 5%-palladium/activated carbon; palladium 10% on activated carbon; t-butyldimethylsiyl triflate; hydrogen; Selectfluor; triethylamine; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform;

upstream raw materials:

2-fluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

2,2-difluoro-1-oxo-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

2,2-difluoro-1-hydroxy-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

1,2,4,5-tetrahydrobenzo[d]azepine-3,7-dicarboxylic acid 3-ethyl ester

Downstream raw materials:

2,2-difluoro-1-phenyl-1,3,6,7,9,10-hexahydro-2H-8-azacyclohepta[e]indene-8-carboxylic acid ethyl ester

2,2-difluoro-1-phenyl-1,2,3,6,7,8,9,10-octahydro-8-azacyclohepta[e]indene