HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylacetamide → HCID 86705104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| 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 | (2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid | HCID 10942966 | — |
| Reactant | (R)-3-[N-(5'-Chloro-2'-fluorobiphenyl-4-ylmethyl)-N'-(3-methoxyisoxazole-5-carbonyl)hydrazino]-2-hydroxypropionic Acid | HCID 67972936 | — |
| Product | HCID 86705104 | HCID 86705104 | 20.1% |
Reaction Steps
(S)-2-Methoxycarbonylamino-3-methylbutyric acid (5.7 mg, 32.3 μmol) and HATU (12.3 mg, 32.3 μmol) were stirred in DMA (1.0 mL, 11 mmol) for 15 minutes. (R)-3-[N-(5′-Chloro-2′-fluorobiphenyl-4-ylmethyl)-N′-(3-methoxyisoxazole-5-carbonyl)hydrazino]-2-hydroxypropionic acid (10.0 mg, 21.6 μmol) and DIPEA (11.3 μL, 64.7 μmol) were added, and the resulting mixture was stirred at room temperature overnight. The mixture was concentrated, and the residue was dissolved in AcOH (1.5 mL), filtered, and purification by reverse phase preparative HPLC to yield the title compound (2.7 mg). MS m/z [M+H]+ calc'd for C28H30ClFN4O9, 621.17. found 621.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871792B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-bc08632f878746d4a06d1d5f39d7a38e |
| Source note | uspto-grants-2014_10 |