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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711554Generated: October 29, 2026

(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine → HCID 58317729, compound

https://huagongshe.com/reaction/711554

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
Reactant4,6-dichloro-2-[(2,4-dimethoxyphenyl)methyl]-7-fluoro-1H,2H,3H-pyrrolo[3,4-c]pyridin-3-oneHCID 58317575—
SolventAcetonitrileHCID 6342—
ProductHCID 58317729HCID 5831772955.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

A tube containing 4,6-dichloro-2-(2,4-dimethoxybenzyl)-7-fluoro-1H-pyrrolo[3,4-c]pyridin-3(2H)-one (300 mg, 0.808 mmol) and (S)-tert-butyl pyrrolidin-3-ylcarbamate (301 mg, 1.616 mmol) dissolved in ACN (4 mL) was sealed and heated at 100° C. for 2 d. The reaction mixture was concentrated and dissolved in EtOAc (20 mL) and washed with saturated aq NaHCO3 (10 mL) and brine (10 mL). The organic extracts were dried over Na2SO4 and evaporated to give a crude product, which was purified via preparative HPLC. Pure fractions were collected and evaporated to give the title compound (235 mg, 55.8%). [M+H] calc'd for C25H30ClFN4O5, 521. found, 521.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181255B2
Source datasetuspto-grants-2015_11
ORD IDord-0cb48556706841ad85abf23f6d7cbb2f
Source noteuspto-grants-2015_11