Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405987Generated: October 30, 2026

Phthalimide → HCID 58796945, compound

https://huagongshe.com/reaction/405987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 66831356HCID 66831356—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58796945HCID 58796945—

Reaction Steps

A 500 mL of round-bottom flask was charged with 3-bromo-2-(1-hydroxyethyl)-4H-pyrido[1,2-a]pyrimidin-4-one (0.76 g, 2.86 mmol), phthalimide (0.504 g, 3.43 mmol) and PPh3 (0.899 g, 3.43 mmol) in THF (20 mL) followed by the dropwise addition of diisopropylazodicarboxylate (0.675 g, 3.43 mmol) in THF (3 mL). The reaction mixture was stirred overnight at rt. After the completion of the reaction, monitored by TLC, the reaction mass was cond under vacuum and purified by silica gel column chromatography using 5 to 35% EtOAc in hexane to provide 2-(1-(3-bromo-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethyl)isoindoline-1,3-dione as light yellow solid: 1HNMR (400 MHz, DMSO-d6): δ8.95-8.96 (dd,1H), 8.00-8.06 (m,1H), 7.8 (s,4H), 7.5-7.6 (m,2H), 7.4 (d,1H), 5.6 (q,1H), 1.84 (d,3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754089B2
Source datasetuspto-grants-2014_06
ORD IDord-1b62055a3a924f0e9e7f1f8b5f9d963e
Source noteuspto-grants-2014_06