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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205605Generated: November 3, 2026

Phthalimide → HCID 118214746, compound

https://huagongshe.com/reaction/2205605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 118214745HCID 118214745—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118214746HCID 11821474658.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of tert-butyl ((1S)-1-(6-(3-hydroxypyrrolidin-1-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamate (250 mg, 0.694 mmol), isoindoline-1,3-dione (153 mg, 1.04 mmol) and PPh3 (328 g, 1.25 mmol) in THF (2 mL) was stirred at 0° C. Next, diethyl azodicarboxylate (217 mg, 1.25 mmol) was added dropwise at 0° C. and the mixture was stirred at 20° C. for 16 hours. The solvent was evaporated in vacuo, and the residue was purified by preparative TLC to give the title compound as a white solid (200 mg, 42.3%). ESI-MS m/z [M+H]+ calc'd for C22H31N5O4, 490. found 490.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371321B2
Source datasetuspto-grants-2016_06
ORD IDord-141101345c004fc2884e2b09a25aa883
Source noteuspto-grants-2016_06