HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 21083995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 21083996 | HCID 21083996 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21083995 | HCID 21083995 | 84.1% |
Reaction Steps
A mixture of the compound of Example 126 (125 mg, 0.328 mmol) and 1,1′-carbonyldiimidazole (80 mg, 0.49 mmol) in DMF (3 mL) was stirred at r.t. for 90 min. Concentrated ammonia solution (0.5 mL) was added and the mixture stirred for 1 h. Volatiles were removed in vacuo. The residue was treated with 2M HCl(aq) and the resulting solid filtered off and dried. Purification by column chromatography on silica (3% MeOH in DCM) gave the title compound as a pale brown solid (105 mg, 84%). δH (DMSO-d6) 7.91–7.89 (1H, m), 7.83–7.80 (1H, m), 7.76–7.69 (2H, m), 7.66–7.59 (3H, m), 7.56–7.53 (2H, m), 7.51 (1H, d, J 9.7 Hz), 6.62 (1H, d, J 9.6 Hz), 6.2 (2H, br s). LCMS (ES+) RT 3.120 minutes, 380.8 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176215B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-cecd747775cd4cf19aadaa0d66d833c0 |
| Source note | uspto-grants-2007_02 |