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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690088Generated: November 3, 2026

Water → HCID 59468924, compound

https://huagongshe.com/reaction/1690088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-FluorobenzonitrileHCID 67855—
ReactantHCID 59468953HCID 59468953—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59468924HCID 5946892499%

Reaction Steps

A solution of 1,1-dimethylethyl (2S,5R)-2-(aminocarbonyl)-5-(4-hydroxyphenyl)-2-methyl-1-pyrrolidinecarboxylate (D10, 60 mg, 0.187 mmol), 2-fluorobenzonitrile (45 mg, 0.374 mmol) and potassium carbonate (39 mg, 0.280 mmol) in DMF (2 ml) was heated under microwave irradiation for 30 min to 120° C. Water and ethyl acetate were added to the mixture, and the organic layer was washed with ice cold water. The solution was dried (Na2SO4) and evaporated. The crude material was purified by chromatography on silica gel using cyclohexane/ethyl acetate (7:3 to 6:4) to afford the title compound (78 mg); Rt (HPLC): 5.44 min; R (cyclohexane:ethyl acetate=1:1): 0.21; MS: (ES/+) m/z: 444 [M+Na+]; C24H27N3O4 requires 421.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153623B2
Source datasetuspto-grants-2012_04
ORD IDord-960853f0bedd402cba741e46bc7a24e1
Source noteuspto-grants-2012_04