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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449595Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 66742261, compound

https://huagongshe.com/reaction/449595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant5-Bromo-2-nitropyridineHCID 817620—
Reactant2-Boc-2,6-diazaspiro(3.3)heptaneHCID 40151981—
SolventWaterHCID 962—
ProductHCID 66742261HCID 66742261—

Reaction Conditions

Temperature90 °C

Reaction Steps

In a 25 mL pear-shaped flask, tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate (2.81 g, 14.2 mmol), 5-bromo-2-nitropyridine (2.88 g, 14.2 mmol), and TEA (1.58 g, 2.17 ml, 15.6 mmol) were combined with DMSO (12 ml) to give a light yellow solution. The reaction mixture was heated to 90° C. and stirred for 40 h. Cooled to 25° C. and the reaction mixture was diluted with 50 mL H2O and extracted with EtOAc (3×50 mL). The organic layers were combined, washed with sat NaCl (1×50 mL), dried over Na2SO4 and concentrated in vacuo. The purple oil was used crude in the subsequent reduction. (M+H)+=321 m/e.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481540B2
Source datasetuspto-grants-2013_07
ORD IDord-3ca5f8ec64e742c58d30ed432087b6d0
Source noteuspto-grants-2013_07