HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 89544451, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| 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 89544672 | HCID 89544672 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89544451 | HCID 89544451 | — |
Reaction Steps
Step 2 To a stirred solution of 3-{[(1R)-1-{4-chloro-2-fluoro-3-[(pyridin-3-yl)carbonyl]phenyl}-propyl]amino}-3-methylbutanoic acid (0.023 g, 0.0585 mmol), iPr2NEt (0.0714 mL, 0.41 mmol) and ammonium chloride (0.0157 g, 0.293 mmol) in DMF (0.351 mL) at 0° C. was added HATU (0.0334 g, 0.0878 mmol). The mixture was allowed to warm to room temperature and stirred for 1 hour. The mixture was poured into EtOAc and washed with water (×3). The organic extract was dried (Na2SO4), filtered and concentrated. The material was converted to the HCl salt and triturated with EtOAc providing 3-{[(1R)-1-{4-chloro-2-fluoro-3-[(pyridin-3-yl)carbonyl]phenyl}propyl]amino}-3-methylbutanamide, 0.013 g, 52%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145354B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-aaf25da884694a8f941a2ac75be64567 |
| Source note | uspto-grants-2015_09 |