5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Base Information

Chemical Name:5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
CAS No.:127625-07-4
Molecular Formula:C₂₂H₂₀ClFN₂O₃
Molecular Weight:414.864
Hs Code.:

Synonyms:5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

There total 7 articles about 5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-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: 91.0%

: 100-46-9
benzylamine

: 123016-56-8
ethyl 5,7,8-trifluoro-1-cyclopropyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

: 127625-07-4
5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: In Trichloroethylene; for 5.5h; Heating;
DOI:10.1248/cpb.43.2123

Reference yield:

: 1551-39-9
2,4,5,6-tetrafluoroisophthalic acid

: 127625-07-4
5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: dimethylsulfoxide; dioxane / a) 140 deg C, 4 h, b) 150 deg 30 min

2: 96 percent / SOCl₂ / dimethylformamide / 5.5 h / 90 - 140 °C

3: 1.) NaOEt / 1.) toluene, Rt, 1 h, 2.) toluene, 1h

4: p-TsOH*H₂O / H₂O / 3 h / Heating

5: 1.) Ac₂O / 1.) from 130 to 140 deg C, 2 h, 2.) EtOH, RT, overnight

6: 90 percent / Et₃N / paraffin / 180 - 190 °C

7: 91 percent / trichloroethene / 5.5 h / Heating

With thionyl chloride; sodium ethanolate; acetic anhydride; toluene-4-sulfonic acid; triethylamine; In 1,4-dioxane; Trichloroethylene; water; dimethyl sulfoxide; N,N-dimethyl-formamide; paraffin;
DOI:10.1248/cpb.43.2123

Reference yield:

: 32890-92-9
2,3,4,6-tetrafluorobenzoic acid

: 127625-07-4
5-Benzylamino-8-chloro-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / SOCl₂ / dimethylformamide / 5.5 h / 90 - 140 °C

2: 1.) NaOEt / 1.) toluene, Rt, 1 h, 2.) toluene, 1h

3: p-TsOH*H₂O / H₂O / 3 h / Heating

4: 1.) Ac₂O / 1.) from 130 to 140 deg C, 2 h, 2.) EtOH, RT, overnight

5: 90 percent / Et₃N / paraffin / 180 - 190 °C

6: 91 percent / trichloroethene / 5.5 h / Heating

With thionyl chloride; sodium ethanolate; acetic anhydride; toluene-4-sulfonic acid; triethylamine; In Trichloroethylene; water; N,N-dimethyl-formamide; paraffin;
DOI:10.1248/cpb.43.2123