HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → {6-(3-Chloro-4-hydroxy-5-methoxyphenyl)-4-[4-(diethylamino)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | {6-(3-Chloro-4-hydroxy-5-methoxyphenyl)-4-[4-(diethylamino)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone | HCID 66716203 | — |
| Product | {6-(3-Chloro-4-hydroxy-5-methoxyphenyl)-4-[4-(diethylamino)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone dihydrochloride | HCID 86692924 | 75% |
Reaction Steps
To {6-(3-Chloro-4-hydroxy-5-methoxyphenyl)-4-[4-(diethylamino)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone (18 mg, 0.34 mmol) was added 1 M HCl (5 mL) and the mixture was concentrated to afford the desired product (15 mg, 75%) as a yellow solid: 1H NMR (500 MHz, CD3OD) δ 9.43-9.36 (m, 1H), 8.49 (d, J=2.2 Hz, 1H), 8.34-8.27 (m, 1H), 7.98-7.22 (m, 3H), 3.69-3.59 (m, 1H), 3.45-3.22 (m, 4H), 2.98-2.81 (m, 1H), 2.59-1.75 (m, 9H), 1.45-1.22 (m, 10H); ESI MS m/z 522 [C30H36ClN3O3+H]+; HPLC 95.2% (AUC), tR=10.26 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-87217b92e9ff468dbb73b9c32254d178 |
| Source note | uspto-grants-2015_09 |