HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 117653647, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-Benzylhydroxylamine | HCID 102313 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 117653243 | HCID 117653243 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117653647 | HCID 117653647 | 82% |
Reaction Steps
To a solution of acid compound 6 (27.4 mg, 0.0622 mmol) in DMF (0.1 mL) was added BnONH2, (10.5 mg, 0.0653 mmol, 1.05 equiv.), followed by iPr2NEt (33 μL, 24 mg, 0.1866 mmol, 3.0 equiv.) and HBTU (25.6 mg, 0.0684 mmol, 1.1 equiv.). After 2 h, the reaction was quenched by the addition of brine and then extracted with EtOAc (×4). The combined organic phases were stirred with triethylamine resin, dried over Na2SO4 and concentrated in vacuo to give a crude product which was subsequently purified by preparative tlc (10:90 acetone/toluene). This afforded the title compound 7 (27.7 mg, 82%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428447B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-15bdb0f8d4cc4e31bd0a77c1cb5608b9 |
| Source note | uspto-grants-2016_08 |