HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 11426492, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Product | HCID 11426492 | HCID 11426492 | 63% |
Reaction Steps
To a solution of the carboxylic acid (0.2 g, 0.6 mmol) in DMF (2.6 mL) were added PyBOP (0.522 g, 1 mmol), HOBT (0.135 g, 1 mmol), N,N-diisopropylethylamine (0.562 mL, 3.3 mmol) and ammonium chloride (0.071 g, 1.3 mmol), and the mixture was stirred at room temperature for 16 hours. The reaction mixture was partitioned between EtOAc and water, and the organic phase was washed with saturated sodium bicarbonate solution, brine, dried over sodium sulfate, filtered and concentrated to give the crude product, which was purified by flash chromatography using 30% EtOAc in hexanes to give 0.125 g of the titled product (63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589116B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-74d9dea13af64fe28d71f0da9cc0938e |
| Source note | uspto-grants-2009_09 |