Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 86634786 | HCID 86634786 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57899007 | HCID 57899007 | 55.65% |
Reaction Steps
A flask was charged with ethyl 4-(5-bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-yl)-3-oxobutanoate (0.0500 g, 0.1024 mmol) and ethanol (2 mL), and hydrazine hydrate (0.007471 mL, 0.1536 mmol) was added. The mixture was stirred at 45° C. for 4 hours. THF (2 mL) was added, and the mixture was stirred for 18 hours at 60° C. The mixture was concentrated and the residue was triturated with 50% ethyl acetate/hexane to afford the desired product (26 mg, 55.65% yield) as a white solid. 1H NMR (d6-DMSO) δ 2.83-2.96 (m, 4H), 3.87 (s, 2H), 5.27 (s, 1H), 6.59 (s, 1H), 6.94 (s, 1H), 7.17-7.29 (m, 5H), 8.38 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08022222B2 |
|---|
| Source dataset | uspto-grants-2011_09 |
|---|
| ORD ID | ord-3e9063503721462f8c32a7739ed2034f |
|---|
| Source note | uspto-grants-2011_09 |
|---|