HuagongsheHuagongshe Chemistry Print Report · For research reference only
Veratrylamine → HCID 67496232, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Veratrylamine | HCID 79832 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 67496151 | HCID 67496151 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67496232 | HCID 67496232 | 88.5% |
Reaction Steps
A mixture of 14.22 g of 5-iodo-2-(tetrahydro-2H-pyran-4-ylamino)benzoic acid, 18.4 g of HBTU, 21.28 g of DIEA and 9.18 g of veratrylamine in 200 ml of DMF is stirred overnight at room temperature. The reaction medium is evaporated under reduced pressure. The residue is taken up in 3000 mL of EtOAc. The solution is washed with aqueous 0.5N HCl solution, with saturated aqueous NaHCO3 solution, and then with saturated aqueous NaCl solution. The organic phase is dried over MgSO4, filtered and evaporated under reduced pressure to give 18 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722659B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-594df479e3474eac992c167d5125935d |
| Source note | uspto-grants-2014_05 |