HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 8-Chloro-1-cyclopropyl-n-(2,4-dichlorobenzyl)-6-fluoro-4-oxo-7-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-1,4-dihydroquinoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Quinolinecarboxamide,8-chloro-1-cyclopropyl-n-[(2,4-dichlorophenyl)methyl]-6,7-difluoro-1,4-dihydro-4-oxo- | HCID 57780978 | — |
| Reactant | 2,8-Diazaspiro(4.5)decan-3-one hydrochloride | HCID 60145982 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 8-Chloro-1-cyclopropyl-n-(2,4-dichlorobenzyl)-6-fluoro-4-oxo-7-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-1,4-dihydroquinoline-3-carboxamide | HCID 57780959 | — |
Reaction Steps
60 mg (0.13 mmol) of the compound of Example 70A and 37 mg (0.20 mmol) of 3-oxo-2,8-diazaspiro[4,5]decane hydrochloride (Example 13A) are stirred with 91 μl (0.52 mmol) of N,N-diisopropylethylamine in 2 ml of DMSO at 120° C. for 2 days. After cooling, the entire reaction mixture is separated by preparative HPLC (method 5). Concentration of the appropriate fractions on a rotary evaporator and drying under high vacuum give 20 mg (26% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977349B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-8f67c244a1c441eeb4cdc5f5d55a5849 |
| Source note | uspto-grants-2011_07 |