HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azetidine hydrochloride → 2-(3-Azetidin-1-yl-cyclopentyl)-6-chloro-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azetidine hydrochloride | HCID 12308726 | — |
| Reactant | 6-Chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide | HCID 118566626 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(3-Azetidin-1-yl-cyclopentyl)-6-chloro-quinoline-5-carboxylic acid (4,4-difluoro-1-hydroxy-cyclohexylmethyl)-amide | HCID 118566692 | — |
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-1-hydroxycyclohexyl methyl)-amide, and azetidine hydrochloride in glacial acetic acid. 1H NMR (400 MHz, DMSO-d6): δ 8.76 (t, J=6.0 Hz, 1H), 8.11-8.06 (m, 1H), 7.97-7.94 (m, 1H), 7.76-7.73 (m, 1H), 7.64-7.54 (m, 1H), 4.71 (s, 1H), 3.47-3.16 (m, 1H), 3.07-2.49 (m, 4H), 2.23-2.02 (m, 1H), 2.01-1.95 (m, 6H), 1.90 (s, 6H), 1.64-1.59 (m, 8H. m/z: 478.3 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399623B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-fba9e51bd1a945a8ac7999d005eddcd7 |
| Source note | uspto-grants-2016_07 |