HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67432901, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| 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 67434521 | HCID 67434521 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | HCID 67432901 | HCID 67432901 | — |
Reaction Steps
N3-(3,5-Difluorophenyl)-pyridine-2,3-diamine (750 mg, 3.39 mmol), Boc-L-Ala-OH (640 mg, 3.39 mmol) and HATU (2.57 g, 6.78 mmol) were suspended in DCM-DMF (1:1) (10.2 mL). DIEA (874.6 mg, 6.78 mmol) was added to reaction mixture and stirred at rt for 8 h. After completion, the reaction mixture was diluted with water and extracted with EtOAc. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography using silica gel (100-200 mesh) and 0-10% MeOH in DCM to provide {1-[3-(3,5-difluorophenylamino)-pyridin-2-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester: LC-MS (ESI) m/z 393.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575183B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-278e5758eff94390b2bd10b187e1bb27 |
| Source note | uspto-grants-2013_11 |