HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 6-Chloro-2-(3-pyrrolidin-1-yl-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluorocyclo hexyl methyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide | HCID 118569626 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-Chloro-2-(3-pyrrolidin-1-yl-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluorocyclo hexyl methyl)-amide | HCID 118566687 | — |
Reaction Steps
The title compound was synthesized according to the procedure described in example 133 using 6-chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide, pyrrolidine, glacial acetic acid and sodium triacetoxyborohydride. 1H NMR (400 MHz, DMSO-d6): δ 8.80 (t, J=5.82 Hz, 1H), 8.01-7.95 (m, 2H), 7.76-7.74 (m, 1H), 7.61-7.56 (m, 1H), 3.55-3.44 (m, 1H), 3.43-3.41 (m, 1H), 3.27 (t, J=6.2 Hz, 2H), 2.74-2.66 (m, 1H), 2.64-2.50 (m, 1H), 2.27-2.24 (m, 1H), 2.10-1.99 (m, 5H), 1.89-1.76 (m, 6H), 1.75-1.68 (m, 2H), 1.33-1.29 (m, 5H), 1.27-1.24 (m, 2H). m/z: 476.2 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399623B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-d4674f4c5eb54d1abcfd378df101cc51 |
| Source note | uspto-grants-2016_07 |