HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 123911103, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Isopropylhydrazine hydrochloride | HCID 85573 | — |
| Reactant | HCID 124026306 | HCID 124026306 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 123911103 | HCID 123911103 | 45% |
Reaction Steps
To a solution of ethyl 4-(3-((tert-butyldiphenylsilyl)oxy)bicyclo[3.1.0]hexan-6-yl)-2,4-dioxobutanoate (0.40 kg, 84 mmol) in ethanol (500 mL) was added N-isopropylhydrazine hydrochloride (9.7 g, 84 mmol) at room temperature. After 16 h, triethylamine was added, and the resulting mixture was concentrated in vacuo. Purification of the residue by flash column chromatography (9% ethyl acetate in petroleum ether) afforded ethyl 5-(3-((tert-butyldiphenylsilyl)oxy)bicyclo[3.1.0]hexan-6-yl)-1-isopropyl-1H-pyrazole-3-carboxylate (19.5 g, 45%) as a colorless oil. LRMS: [M+H]+=517.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365583B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-8037147869d7400f8abba70d8c8741b4 |
| Source note | uspto-grants-2016_06 |