HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxysuccinimide → N-(4-methoxy-phenyl)-N-(succinimidyl-oxycarbonyl-propyl-sulfonyl)-furo[2,3-b]quinoline-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 4-(2-Isocyanoethyl)morpholine | HCID 2759434 | — |
| Reactant | N-(4-Methoxy-phenyl)-N-(carboxypropyl-sulfonyl)-furo[2,3-b]quinoline-4-carboxamide | HCID 68637975 | — |
| Product | N-(4-methoxy-phenyl)-N-(succinimidyl-oxycarbonyl-propyl-sulfonyl)-furo[2,3-b]quinoline-4-carboxamide | HCID 86607521 | 63.9% |
Reaction Steps
A mixture of 140 mg (0.26 mmol) N-(4-Methoxy-phenyl)-N-(carboxypropyl-sulfonyl)-furo[2,3-b]quinoline-4-carboxamide 10, 54 μl (0.37 mmol) 2-Morpholino-ethyl-isocyanide (MEI) and 44 mg (0.37 mmol) N-Hydroxysuccinimide (HOSu) was stirred overnight at room temperature. The solvent was removed under vacuum and the oily residue was purified by silica gel column chromatography (eluent: methylene chloride/acetone 9:1+0.1% acetic acid). The appropriate fractions were combined and evaporated to yield 94 mg of 11.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07695980B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-fcf418860960474dabba75e364298a68 |
| Source note | uspto-grants-2010_04 |