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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480492Generated: November 2, 2026

Dimethylformamide → HCID 86722706, compound

https://huagongshe.com/reaction/1480492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 86722707HCID 86722707—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 86722706HCID 86722706—

Reaction Conditions

Temperature150 °C

Reaction Steps

3-Bromo-5-(trifluoromethyl)benzyl 4-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate (Example 63, step 2) (214 mg, 0.445 mmol), zinc cyanide (26.1 mg, 0.222 mmol) and Pd(PPh3)4 (20.5 mg, 0.018 mmol) were dissolved in DMF (4 ml) and the vial flushed with nitrogen. The mixture was heated in the microwave at 150° C. for 10 mins, then cooled and diluted with EtOAc (30 ml). This was washed with a saturated solution of brine, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by chromatography on a 4 g silica column using 0-50% EtOAC/hexanes as eluent gave the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409895B2
Source datasetuspto-grants-2016_08
ORD IDord-ef220dac0f844420ba7d0b841309b829
Source noteuspto-grants-2016_08