HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 54440666, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (2S)-2-(azepane-1-carbonylamino)-4-methylpentanoic acid | HCID 7530182 | — |
| Reactant | HCID 18380603 | HCID 18380603 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54440666 | HCID 54440666 | 77.2% |
Reaction Steps
(4-Benzyloxycarbonylamino-phenyl)-(3-methyl-butyl)-piperidin-4yl-amine (0.22 g, 5.64 mmol) was dissolved in DMF (30 mL), treated with Hunig's base (3.93 mL, 22.6 mmol), (S)-2-[(Azepane-1-carbonyl)-amino]-4-methyl-pentanoic acid (1.36 g, 5.64 mmol), and HBTU (2.04 g, 5.64 mmol), and stirred for 1 hour. The reaction was diluted with EtOAc (200 mL), washed with saturated bicarbonate solution and brine, dried over Na2SO4, and concentrated. The residue was chromatographed on silica gel eluting with 5% MeOH/CH2Cl2 to give 2.76 g (77%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06251918B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-6926bc13f7d0408b93eef93b0e106df2 |
| Source note | uspto-grants-2001_06 |