N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

Base Information

Chemical Name:N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide
CAS No.:364360-75-8
Molecular Formula:C₂₅H₂₂ClF₃N₂O₃
Molecular Weight:490.909
Hs Code.:

<i>N</i>-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

Synonyms:N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

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Chemical Property of N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

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Technology Process of N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

There total 10 articles about N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide 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: 74.0%

: 108-24-7
acetic anhydride

: 364360-76-9
3-amino-6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-4-trifluoromethyl-3,4-dihydro-1H-quinolin-2-one

: 364360-75-8
N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

Guidance literature:: With pyridine; In dichloromethane; at 25 ℃; for 3h;
DOI:10.1016/S0960-894X(01)00331-6

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 364360-75-8
N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / K₂CO₃ / dimethylformamide / 14 h / 25 °C

2: 93 percent / LDA; tosyl azide / tetrahydrofuran / 1 h / 0 - 25 °C

3: 83 percent / SnCl₂*H₂O / methanol; tetrahydrofuran / 3 h / 25 °C

4: 74 percent / pyridine / CH₂Cl₂ / 3 h / 25 °C

With pyridine; 4-toluenesulfonyl azide; potassium carbonate; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(01)00331-6

Reference yield:

: 154598-53-5
1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone

: 364360-75-8
N-[6-chloro-4-cyclopropylethynyl-1-(4-methoxy-benzyl)-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: K₂CO₃ / tetrahydrofuran / 3 h / 25 °C

2: 89 percent / dimethylformamide / 18 h / 25 °C

3: 94 percent / Ac₂O; DMAP / CH₂Cl₂ / 18 h / 25 °C

4: 75 percent / n-BuLi / tetrahydrofuran / -78 - 25 °C

5: 77 percent / Al/Hg / ethanol / 1 h / Heating

6: 74 percent / K₂CO₃ / dimethylformamide / 14 h / 25 °C

7: 93 percent / LDA; tosyl azide / tetrahydrofuran / 1 h / 0 - 25 °C

8: 83 percent / SnCl₂*H₂O / methanol; tetrahydrofuran / 3 h / 25 °C

9: 74 percent / pyridine / CH₂Cl₂ / 3 h / 25 °C

With pyridine; dmap; aluminum amalgam; n-butyllithium; 4-toluenesulfonyl azide; acetic anhydride; potassium carbonate; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(01)00331-6