HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-[4-[2-(DIMETHYLAMINO)ETHOXY]BENZYL]-1-METHYL-1,4-DIHYDRO-9H-PYRAZOLO[4,3-b]QUINOLIN-9-ONE HYDROCHLORIDE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 7-benzyl-9-chloro-1-methyl-1H-pyrazolo[4,3-b]quinoline | HCID 23442381 | — |
| Reactant | 7-[4-[2-(dimethylamino)ethoxy]benzyl]-9-chloro-1-methyl-1H-pyrazolo[4,3-b]-quinoline | HCID 23442382 | — |
| Reactant | 7-[4-(2-(Dimethylamino)ethoxy)benzyl]-1-methyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one | HCID 23442451 | — |
| Product | 7-[4-(2-(Dimethylamino)ethoxy)benzyl]-1-methyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one | HCID 23442451 | — |
| Product | 7-[4-[2-(DIMETHYLAMINO)ETHOXY]BENZYL]-1-METHYL-1,4-DIHYDRO-9H-PYRAZOLO[4,3-b]QUINOLIN-9-ONE HYDROCHLORIDE | HCID 23442474 | 27% |
Reaction Steps
7-[4-(2-(Dimethylamino)ethoxy)benzyl]-1-methyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one was prepared according to the procedure of step 3 in EXAMPLE 11 using 7-[4-[2-(dimethylamino)ethoxy]benzyl]-9-chloro-1-methyl-1H-pyrazolo[4,3-b]-quinoline (Example 18, step 2), instead of 7-benzyl-9-chloro-1-methyl-1H-pyrazolo[4,3-b]quinoline. 7-[4-(2-(Dimethylamino)ethoxy)benzyl]-1-methyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one (18 mg, 0.048 mmol) was treated with methanolic hydrochloric acid (5 ml) and the mixture was evaporated to give a yellow solid. The solid was recrystallized from 2-propanol and diethyl ether to afford 7 mg (27%) of the titled compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06686373B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-0f3a8a696e0e4e05ae53ac3432f55455 |
| Source note | uspto-grants-2004_02 |