HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 2-(4-(benzyloxy)-2-methylphenyl)-N,N-dimethylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | [4-(Benzyloxy)-2-methylphenyl]acetic acid | HCID 3907176 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-(benzyloxy)-2-methylphenyl)-N,N-dimethylacetamide | HCID 70818975 | — |
Reaction Steps
[4-(benzyloxy)-2-methylphenyl]acetic acid (1.1 g, 4.29 mmol) was dissolved in DMF (5 ml) and dimethylamine (6.44 ml, 12.88 mmol), DIEA (2.25 ml, 12.88 mmol), and HATU (3.26 g, 5.58 mmol) added. The mixture was stirred at RT for overnight. The residue was purified by column chromatography using a Biotage RP C18 cartridge (30 g) using a gradient eluant of 10-100% water:acetonitrile+0.05% formic acid. to afford the title compound. LC/MS (m/z): 284 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957062B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-058146d972564cd9bd47163581ae014e |
| Source note | uspto-grants-2015_02 |