N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

Base Information

Chemical Name:N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide
CAS No.:1391608-86-8
Molecular Formula:C₂₅H₃₁N₃O₄S
Molecular Weight:469.605
Hs Code.:

Synonyms:N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

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Chemical Property of N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

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Technology Process of N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

There total 6 articles about N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide 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: 30.0%

: 3144-09-0
methanesulfonamide

: 1353971-29-5
2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxylic acid

: 1391608-86-8
N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

Guidance literature:: methanesulfonamide; With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxylic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 25 - 70 ℃; for 2h;

Reference yield:

: 1391608-88-0
2'-(3-bromo-phenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxylic acid methyl ester

: 1391608-86-8
N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate; copper(l) iodide; N,N-dimethylglycine hydrochoride / dimethyl sulfoxide / 16 h / 120 °C

2.1: sodium hydroxide / tetrahydrofuran; methanol / 6 h / 80 °C

2.2: pH 4

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 25 °C

3.2: 2 h / 25 - 70 °C

With copper(l) iodide; N,N-dimethylglycine hydrochoride; sodium hydride; potassium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 3132-99-8
m-bromobenzoic aldehyde

: 1391608-86-8
N-(methylsulfonyl)-2'-(3-morpholinophenyl)-2',3'-dihydro-1'H-spiro[cyclopentane-1,4'-quinoline]-6'-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / toluene / 12 h / Reflux

2.1: scandium tris(trifluoromethanesulfonate) / acetonitrile / 16 h / 80 °C / sealed tube

3.1: potassium carbonate; copper(l) iodide; N,N-dimethylglycine hydrochoride / dimethyl sulfoxide / 16 h / 120 °C

4.1: sodium hydroxide / tetrahydrofuran; methanol / 6 h / 80 °C

4.2: pH 4

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 25 °C

5.2: 2 h / 25 - 70 °C

With copper(l) iodide; N,N-dimethylglycine hydrochoride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;