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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875658Generated: October 29, 2026

(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → HCID 67045434, compound

https://huagongshe.com/reaction/875658

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
ReactantAcetonitrile--water (1/1)HCID 18373917—
ReactantN-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamideHCID 60205277—
Solvent1-ButanolHCID 263—
ProductHCID 67045434HCID 6704543435.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

(R)-tert-Butyl pyrrolidin-3-ylcarbamate (333 mg, 1.79 mmol) was added to N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (200 mg, 0.597 mmol) in n-BuOH (3 mL), and the reaction was stirred at 160° C. for 24 hours. The reaction was concentrated to dryness, and then the residue was purified by chromatography (SP4, C-18 25M+ column, gradient of 10-90% CH3CN/water, 30CV) to yield (R)-tert-butyl 1-(5-bromo-3-(nicotinamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrrolidin-3-ylcarbamate (105 mg, 35.1% yield) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-17853b98ba0743f28aaac97920d3ddfa
Source noteuspto-grants-2015_03