HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Sulfate → N-(8-benzyl-8-azabicyclo[3.2.1]octan-3-yl)-4-oxo-3,5-dihydropyrrolo[2,3-c]quinoline-8-sulfonamide;propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Sulfate | HCID 6163 | — |
| Reactant | 8-Benzyl-8-azabicyclo(3.2.1)octan-3-amine | HCID 12832103 | — |
| Reactant | 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid | HCID 45121068 | — |
| Product | N-(8-benzyl-8-azabicyclo[3.2.1]octan-3-yl)-4-oxo-3,5-dihydropyrrolo[2,3-c]quinoline-8-sulfonamide;propanoate | HCID 86627529 | — |
Reaction Steps
8-(8-Benzyl-8-aza-bicyclo[3.2.1]oct-3-ylsulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is prepared according to synthesis 111, from 360 mg (1.1 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid and 238 mg (1.1 mmol) of 8-benzyl-8-aza-bicyclo[3.2.1]oct-3-ylamine to give, after esterification according to general method C (using diethylsulfate as the dialkylsulfate) and precipitation in water, 411 mg (69% in two stages) of 8-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-ylsulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426437B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-7a2062d912e6491dba17e3a528902a70 |
| Source note | uspto-grants-2013_04 |