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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915955Generated: November 1, 2026

Diisopropylethylamine → HCID 86680153, compound

https://huagongshe.com/reaction/1915955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-chloro-1-methyl-4-nitro-1H-pyrazoleHCID 12344836—
Reactanttert-Butyl 2,6-diazaspiro[3.5]nonane-2-carboxylateHCID 44182345—
Solvent1-ButanolHCID 263—
ProductHCID 86680153HCID 8668015364.7%

Reaction Conditions

Temperature120 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614206B2
Source datasetuspto-grants-2013_12
ORD IDord-b50cde1f4ebc492ba9ed361ef6f99d1f
Source noteuspto-grants-2013_12