HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 86706046, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 68293539 | HCID 68293539 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86706046 | HCID 86706046 | — |
Reaction Steps
3a-tert-Butoxycarbonylaminohexahydro-2,5-methanopentalene-2-carboxylic acid was dissolved in DMF (200 ml), and DIPEA (10.6 g) and ammonia (6.1 ml, 7M in MeOH) were added. Subsequently, HATU (14.8 g) was added and the mixture was stirred at room temperature for 2 h. The reaction solution was concentrated by rotary evaporation down to volume 50 ml, poured into 400 ml of dilute NaHCO3 solution (300 ml of H2O+100 ml of saturated NaHCO3 solution) and extracted 3 times with 100 ml of EtOAc. Then dried over MgSO4, filtered and concentrated by rotary evaporation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809324B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-62ec4f61114949d088a2c02b8fdf0d50 |
| Source note | uspto-grants-2014_08 |