HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86680153, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-chloro-1-methyl-4-nitro-1H-pyrazole | HCID 12344836 | — |
| Reactant | tert-Butyl 2,6-diazaspiro[3.5]nonane-2-carboxylate | HCID 44182345 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 86680153 | HCID 86680153 | 64.7% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
5-Chloro-1-methyl-4-nitro-pyrazole (0.16 g; 0.99 mmol) and tert-butyl 2,8-diazaspiro[3.5]nonane-2-carboxylate (0.2 g, 0.88 mmol) were suspended in butan-1-ol (2 mL), followed by the addition of DIPEA (0.7 mL; 3.9616 mmol). The reaction mixture was heated at 120° C. for 2 days. Evaporated all solvent and purified the crude mixture by silica gel eluting with a gradient of 0-30% ethyl acetate in dichloromethane. Tert-butyl 6-(1-methyl-4-nitro-1H-pyrazol-5-yl)-2,6-diazaspiro[3.5]nonane-2-carboxylate (200 mg) was obtained a yellow oil in a 57% yield. MS (ESI) m/z: 352.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614206B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-b50cde1f4ebc492ba9ed361ef6f99d1f |
| Source note | uspto-grants-2013_12 |