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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215151Generated: October 30, 2026

Ethanol → HCID 9925329, compound

https://huagongshe.com/reaction/2215151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant10-[(6-Chloro-3-pyridinyl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 21947725—
CatalystHCID 178476740HCID 178476740—
SolventTolueneHCID 1140—
ProductHCID 9925329HCID 992532927.5%

Reaction Steps

The title compound was prepared in the manner of Example 28 using phenylboronic acid (0.269 g), (6-chloro-pyridin-3-yl-[10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl]methanone of Example 28, Step A (0.645 g) and palladium(I) acetate (0.01 7g), in a mixture of toluene (1 2 mL), 1 M aqueous sodium carbonate (4 mL) and ethanol (2 mL). The initially obtained foam (0.387 g) was purified by HPLC (Primesphere C18, 5×25 cm column eluting with 55% acetonitrile in water containing 0.1% formic acid) to yield the title product (0.200 g) as a yellow solid. Recrystallization of a sample from acetone/hexane yielded yellow needles, m.p. 171–174° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109193B2
Source datasetuspto-grants-2006_09
ORD IDord-1aa489aa6aaf43418e20ffaf8f27a811
Source noteuspto-grants-2006_09