HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67517550, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| 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 67508334 | HCID 67508334 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67517550 | HCID 67517550 | 94.4% |
Reaction Steps
To a solution of 6-(1-tert-butoxycarbonylamino-cyclopropyl)-nicotinic acid (0.50 g, 1.8 mmol) in DMF (3 mL) was added HATU (0.68 g, 1.8 mmol), Et3N (0.25 mL, 1.8 mmol) and the mixture allowed to stir at room temperature for 20 min. Hydrazine monohydrate (0.09 mL, 1.8 mmol) was then added and the reaction stirred for 1 h. The mixture was diluted with water and extracted with EtOAc (3×100 mL). The combined extracts were washed with water, brine and dried with MgSO4. The mixture was filtered and concentrated to give [1-(5-hydrazinocarbonyl-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester (0.51 g, 1.7 mmol) as a yellow solid, m/z 293.7 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575360B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-03d9ce01f06f4f7c9411580d0a953f85 |
| Source note | uspto-grants-2013_11 |