HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 21083990, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 21083991 | HCID 21083991 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21083990 | HCID 21083990 | 74% |
Reaction Steps
1,1′-Carbonyidiimidazole (51 mg, 0.32 mmol) was added to the compound of Example 59 (100 mg, 0.29 mmol) in DMF (2 mL). After 15 min aq. ammonia (0.190 mL, 25% solution, 3.0 mmol) was added and the solution stirred at r.t. overnight. The mixture was concentrated in vacuo and azeotroped twice with heptane. The crude product was purified by column chromatography on silica (3% MeOH in DCM) to give the title compound as a white solid (74 mg, 74%). δH (DMSO-d6) 7.87–7.76 (3H, m), 7.75–7.68 (5H, m), 7.64–7.61 (2H, m), 7.54 (1H, d, J 9.6 Hz), 6.69 (1H, d, J 9.6 Hz), 6.25 (2H, br s). LCMS (ES+) RT 2.95 minutes, 347.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176215B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-07af6b97cd894741a997dd217a19a646 |
| Source note | uspto-grants-2007_02 |