HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 23000187, 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 23000258 | HCID 23000258 | — |
| Product | HCID 23000187 | HCID 23000187 | — |
Reaction Steps
To a stirred solution of 3-benzyloxy-4-carboxy-6-methyl-1-tert-butyloxycarbonylmethyl-2-pyridinone from step 3 above (0.91 g, 2.3 mmol) in DMF (6 mL) was added dilsobutylamine (0.48 mL, 2.8 mmol), HATU (1.76 g, 4.6 mmol), and DIEA (0.45 mL, 2.6 mmol). The resulting solution was stirred at ambient temperature for 18 h. The solvents were removed in vacuo and the residue was purified by flash column chromatography using a gradient elution of 25-50% EtOAc:hexanes to give the title compound as an oil (0.80 g; HPLC RT 24.80 min, method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610692B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-0f42f5a908884eefaf27c6ca9362f030 |
| Source note | uspto-grants-2003_08 |