HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyric Acid → Isobutyric acid N'-(5-fluoro-pyridin-2-yl)-hydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyric Acid | HCID 6590 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 5-Fluoro-2-hydrazinylpyridine | HCID 19916786 | — |
| Reactant | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride hydrochloride | HCID 22141301 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Isobutyric acid N'-(5-fluoro-pyridin-2-yl)-hydrazide | HCID 66977821 | 46% |
Reaction Steps
A solution of 5-fluoro-2-hydrazinyl-pyridine (0.59 g, 4.65 mmol), isobutyric acid (528 mg, 6 mmol), and HOBt hydrate (153 mg, 1 mmol) in DCM (10 mL) was treated with EDCl HCl (1.15 g, 6 mmol). The reaction mixture was stirred at RT for 40 min, poured onto sat. aq. sodium bicarbonate (40 mL), extracted with four portions of DCM, dried (Na2SO4), evaporated and purified by FCC (DCM/EtOAc 9/1 to 3/7) to give the title compound (0.42 g, 46%). LCMS (Method 8): Rt 2.46 min, m/z 198 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557797B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ea84c0ea6d1745678ce4a843ad17633e |
| Source note | uspto-grants-2013_10 |