HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 58767495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | HCID 68519727 | HCID 68519727 | — |
| Reactant | HCID 178479574 | HCID 178479574 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58767495 | HCID 58767495 | 55.2% |
Reaction Steps
DMF was added to a vial containing 3-cyano-6-methoxy-4-pyridin-2-ylisoquinoline-1-carboxylic acid (0.028 g, 0.092 mmol), tetrahydrofuran-3-aminium chloride ( 0.068 g, 0.550 mmol), EDC (0.105 g, 0.550 mmol) and HOAT (0.0437 g, 0.275 mmol). DIEA (0.071 g, 0.550 mmol) was added to this mixture and stirred at rt overnight. Partitioned between half-saturated bicarb and EtOAc. The aqueous layer was extracted with EtOAc (3×). The combined organic layers were dried over Na2SO4 and concentrated, then purified by reverse phase HPLC to give a tan solid (0.019 g, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691879B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-75cd0a45d88b40e2bd648c04789c8a3b |
| Source note | uspto-grants-2010_04 |