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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373513Generated: October 28, 2026

Dimethylformamide → HCID 57237383, compound

https://huagongshe.com/reaction/373513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantPiperidin-4-olHCID 79341—
ReactantHCID 57114724HCID 57114724—
ProductHCID 57237383HCID 5723738395.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of (2S,4S)-N-butyl-1'-(3-chloropropyl)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carboxamide (Reference Example 4, 17.0 g, 41.4 mmol), 4-hydroxypiperidine (8.36 g, 82.8 mmol), K2CO3 (7.43 g, 53.8 mmol) and N,N-dimethylformamide (68.0 ml, 880 mmol) was stirred for 5 hours at 80° C. After distilling off the solvent, the residue was chromatographed on silica gel, eluted with CH2Cl2 /MeOH (9/1), and evaporated in vacuo to dryness to give amorphous crystals of the desired compound (18.8 g, 95.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05164391
Source datasetuspto-grants-1992_11
ORD IDord-0a68c39a4f9946a3955d57c9c511737c
Source noteuspto-grants-1992_11