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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875900Generated: October 30, 2026

Diisopropylethylamine → HCID 67045619, compound

https://huagongshe.com/reaction/875900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
ReactantAcetonitrile--water (1/1)HCID 18373917—
ReactantHCID 60205571HCID 60205571—
Solvent1-ButanolHCID 263—
ProductHCID 67045619HCID 6704561948%

Reaction Conditions

Temperature135 °C

Reaction Steps

N-(5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-hydroxyacetamide (0.200 g, 0.694 mmol), (R)-tert-butyl pyrrolidin-3-ylcarbamate (0.388 g, 2.08 mmol), and DIEA (0.121 mL, 0.694 mmol, d 0.742) were placed in n-BuOH and heated to 135° C. for 8 hours. The reaction was then cooled to room temperature and concentrated to dryness. The resulting residue was purified by reverse phase chromatography (Biotage SP4, C-18 25M+, 5-75% CH3CN/water) to give the product (R)-tert-butyl 1-(5-bromo-3-(2-hydroxyacetamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrrolidin-3-ylcarbamate (0.150 g, 48% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-633e530428fb493fa41ff9c1e2f71ef6
Source noteuspto-grants-2015_03