HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68410975, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 68411844 | HCID 68411844 | — |
| Product | HCID 68410975 | HCID 68410975 | 70% |
Reaction Steps
The acid 134 (723 mg, 1.227 mmol) was dissolved in DMF (25 mL). Diisopropyl ethylamine (633 mg, 4.91 mmol) was added and the reaction mixture was placed on an ice-bath. N-methyl-1-hexen hydrochloride (266 mg, 1.78 mmol) and HATU (676 mg, 1.78 mmol) were added and the mixture was stirred at room temperature for 1 h. The solvent was removed and the residue was partitioned between EtOAc and aqueous sodium bicarbonate. The organic phase was collected and the crude product was purified by column chromatography (silica gel, Heptane/EtOAc 80:20→50:50). Evaporation of the solvent gave the title compound (585 mg, 70%). MS (M+H)+ 685.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07659245B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-e9e2df2285e44dcb8d90e89eae13bdd0 |
| Source note | uspto-grants-2010_02 |