HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → 6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 6-Chloro-2-(3-oxo-cyclopent-1-enyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexyl methyl)-amide | HCID 118566706 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide | HCID 118566626 | — |
Reaction Steps
The title compound was synthesized according to the procedure described in example 126 using 6-chloro-2-(3-oxo-cyclopent-1-enyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide, palladium on carbon and triethylsilane. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.74-8.77 (bs, 1H), 8.13 (d, J=9.0 Hz, 1H), 7.96 (d, J=9.51 Hz, 1H), 7.76 (d, J=9.01 Hz, 1H), 7.66 (d, J=8.81 Hz, 1H), 4.71 (s, 1H), 3.80-3.83 (m, 1H), 3.31-3.41 (m, 2H), 2.60-2.72 (m, 2H), 2.41-2.50 (m, 1H), 2.31-2.40 (m, 2H), 2.00-2.12 (m, 3H), 1.89-1.97 (m, 2H), 1.68-1.76 (m, 4H). m/z: 437.3 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399623B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-1080147cf5414eeb84cfe4ae863fa804 |
| Source note | uspto-grants-2016_07 |