HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 8-(Methyl-prop-2-ynyl-sulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-propyl carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid, dipropyl ester | HCID 69015 | — |
| Reactant | N-methylpropyn-2-ylamine | HCID 96160 | — |
| Reactant | 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid | HCID 45121068 | — |
| Product | 8-(Methyl-prop-2-ynyl-sulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-propyl carboxylate | HCID 131730523 | — |
Reaction Steps
This compound is prepared according to synthesis 111, from 196 mg (0.6 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid, 242 μL (2.4 mmol) of triethylamine and 45 mg (0.66 mmol) of N-methyl-prop-2-ynyl-amine to give, after esterification according to general method C (using di-n-propylsulfate as the dialkylsulfate) and purification by chromatography on silica (eluent dichloromethane/methanol 97/3) then trituration in diethyl ether, 80 mg (33% in two stages) of 8-(methyl-prop-2-ynyl-sulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-propyl carboxylate in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426437B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-a5e41ddca5224196be09466d05b6650b |
| Source note | uspto-grants-2013_04 |