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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400017Generated: October 29, 2026

Dimethylformamide → 8-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-1-(4-fluoro-phenyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dione

https://huagongshe.com/reaction/400017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(4-Fluorophenyl)-1,3,8-triazaspiro[4.5]decane-2,4-dione hydrochlorideHCID 67698330—
Reactant2-[1-(3,4,5-Trimethoxy-benzoyl)-3-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-ethyl-methanesulfonateHCID 86750906—
SolventEthyl AcetateHCID 8857—
Product8-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-1-(4-fluoro-phenyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dioneHCID 53843155—

Reaction Conditions

Temperature85 °C

Reaction Steps

Combine the 2-[3-(3,4-dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl-methanesulfonate (5.0 mmol), 1-(4-fluoro-phenyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dione hydrochloride (7.5 mmol, 1.5 eq.), N,N-diisopropylethylamine (15 mmol), and DMF (8 mL). Heat the mixture at 85° C. for 48 h. Cool to ambient temperature and add ethyl acetate (100 mL). Extract with water (25 mL), 1N HCl (2×25 mL), saturated NaHCO3 (25 mL), and saturated NaCl (25 mL). Dry over MgSO4, filter, and concentrate in vacuo to obtain a residue. Purify to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05824690
Source datasetuspto-grants-1998_10
ORD IDord-60e91e5d0759435583b3473b981033b1
Source noteuspto-grants-1998_10