HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 54185563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 18348884 | HCID 18348884 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 54185563 | HCID 54185563 | 81.8% |
Reaction Steps
To a stirred solution of 4-({3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)-ethoxy]-5-chloro-benzoyl}-cyclopentyl-amino)-butyric acid (0.049 g), TBTU (0.058 g) and HOBt (0.024 g) in DMF (1 ml) was added DIPEA (0.031 ml) followed a 0.5M solution of ammonia in 1,4-dioxane (0.36 ml) after 15 min. The reaction mixture was stirred at room temperature for 43 h and then concentrated under reduced pressure. The residue was subjected to preparative hplc and the title compound (0.040 g) was obtained as a colourless gum by concentration of the required fraction under reduced pressure and drying by repetitive addition of acetonitrile and concentration under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326386B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-0e32aa19dcb649f0a19f5ad5c0c7d570 |
| Source note | uspto-grants-2001_12 |