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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79567Generated: October 28, 2026

Sodium Carbonate → HCID 68761488, compound

https://huagongshe.com/reaction/79567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantN-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 76809—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant5-phenyl-4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine dihydrochlorideHCID 68758780—
SolventDichloromethaneHCID 6344—
ProductHCID 68761488HCID 6876148843%

Reaction Steps

5-Phenyl-4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyri dine dihydrochloride (0.10 g, 0.285 mmol, see Example 19), 3-(tert-butoxycarbonylamino)propanoic acid (0.0646 g, 0.342 mmol), HOBT-H2O (0.0610 g, 0.399 mmol), and EDCI (0.0709 g, 0.370 mmol) were placed in DCM (5 mL) at room temperature. DIEA (d 0.742; 0.248 mL, 1.42 mmol) was then added, and the reaction was stirred at room temperature for 18 hours. The reaction was then poured into Na2CO3 and extracted with DCM. The combined organic fractions were dried, filtered, concentrated and purified (500:10 DCM:MeOH) to give tert-butyl 3-oxo-3-(4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propylcarbamate (0.055 g, 43.0% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-43dd75321c944660a715c46eb82c9e26
Source noteuspto-grants-2014_09