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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929572Generated: November 4, 2026

Ammonium formate → 2-Boc-2,6-diazaspiro(3.3)heptane

https://huagongshe.com/reaction/1929572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantHCID 59326771HCID 59326771—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2-Boc-2,6-diazaspiro(3.3)heptaneHCID 4015198199.3%

Reaction Conditions

Temperature65 °C

Reaction Steps

A flask containing 6-(1-phenyl-ethyl)-2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (200 mg, 0.66 mmol), ammonium formate (4.22 g, 67 mmol), 10% palladium on carbon (40 mg) and methanol (10 mL) was evacuated and filled with argon. The resulting mixture was stirred at 65° C. for 3 hours, then filtered and concentrated in vacuo to afford 2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (130 mg, 99%) as a brown viscous oil which was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188090B2
Source datasetuspto-grants-2012_05
ORD IDord-7c8d20e7257443d6a04b4d3236fe2f51
Source noteuspto-grants-2012_05