HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 131733523, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| 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 89544778 | HCID 89544778 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131733523 | HCID 131733523 | 17.9% |
Reaction Steps
To 3-{(R)-1-[4-Chloro-2-fluoro-3-(pyridine-3-carbonyl)-phenyl]-propylamino}-2-methyl-propionic acid ethyl ester (0.22 g, 0.54 mmol) in THF: water [4:1] 95 ml) added lithium hydroxide (0.032 g, 1.35 mmol) stirred at ambient for 48 hours, evaporated to dryness, MS: [M+H] 379. To the crude reaction mixture was added DMF(6 ml), ammonium chloride (0.145 g, 2.65 mmol), diisopropylethylamine (1.13 ml, 6.47 mmol) and HATU (0.309, 0.8 mmol) stirred at ambient for 16 hours. Reaction diluted with water and extracted with EtOAc, The organic phase was separated and dried (Na2SO4), filtered and concentrated, purified by Prep HPLC to give the (R,R) product (0.02 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145354B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ab655aa0fb44458fa8fb4a8c8f1a25db |
| Source note | uspto-grants-2015_09 |