5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

Base Information

Chemical Name:5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester
CAS No.:1312697-81-6
Molecular Formula:C₂₂H₁₇Cl₂F₃N₂O₃
Molecular Weight:485.29
Hs Code.:

Synonyms:5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

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Chemical Property of 5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

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Technology Process of 5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

There total 9 articles about 5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl 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: 60.0%

: 1312697-80-5
6-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-(3-methanesulfonyloxy-but-1-ynyl)-nicotinic acid methyl ester

: 917-54-4
methyllithium

: 1312697-81-6
5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

Guidance literature:: 6-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-(3-methanesulfonyloxy-but-1-ynyl)-nicotinic acid methyl ester; methyllithium; copper(II) cyanide; In tetrahydrofuran; formaldehyde diethyl acetal; at -75 ℃;

With triethylamine; copper dichloride; In ISOPROPYLAMIDE; at 130 ℃; for 5h; Inert atmosphere;

Reference yield:

: 53277-47-7
2-chloro-6-methylnicotinic acid methyl ester

: 1312697-81-6
5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N-dimethyl-formamide / 19 h / 110 °C

2.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C

3.1: hydroxylamine / water; tetrahydrofuran

4.1: N-chloro-succinimide / N,N-dimethyl-formamide / 0.33 h / 40 °C

4.2: 20 °C

5.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 40 h / 50 °C

6.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

7.1: copper(II) cyanide / formaldehyde diethyl acetal; tetrahydrofuran / -75 °C

7.2: 5 h / 130 °C / Inert atmosphere

With sodium periodate; N-chloro-succinimide; hydroxylamine; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; copper(II) cyanide; In tetrahydrofuran; formaldehyde diethyl acetal; water; N,N-dimethyl-formamide;

Reference yield:

: 30529-70-5
2-chloro-6-methyl nicotinic acid

: 1312697-81-6
5-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-1,3-dimethylindolizine-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: oxalyl dichloride / dichloromethane / 0.5 h

2.1: dichloromethane / 0 °C

3.1: N,N-dimethyl-formamide / 19 h / 110 °C

4.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C

5.1: hydroxylamine / water; tetrahydrofuran

6.1: N-chloro-succinimide / N,N-dimethyl-formamide / 0.33 h / 40 °C

6.2: 20 °C

7.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 40 h / 50 °C

8.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

9.1: copper(II) cyanide / formaldehyde diethyl acetal; tetrahydrofuran / -75 °C

9.2: 5 h / 130 °C / Inert atmosphere

With sodium periodate; N-chloro-succinimide; oxalyl dichloride; hydroxylamine; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; copper(II) cyanide; In tetrahydrofuran; formaldehyde diethyl acetal; dichloromethane; water; N,N-dimethyl-formamide;