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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642513Generated: October 30, 2026

1-Benzyl-5-chloro-3-(5-methyl-3-trimethylsilanylethynyl-pyridin-2-ylamino)-1H-pyrazin-2-one → 7-Benzyl-3-methyl-5-trimethylsilanyl-7,9-dihydro-dipyrido[2,3-b; 4',3'-d]pyrrol-8-one

https://huagongshe.com/reaction/1642513

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Benzyl-5-chloro-3-(5-methyl-3-trimethylsilanylethynyl-pyridin-2-ylamino)-1H-pyrazin-2-oneHCID 58880046—
SolventBromobenzeneHCID 7961—
Product7-Benzyl-3-methyl-5-trimethylsilanyl-7,9-dihydro-dipyrido[2,3-b; 4',3'-d]pyrrol-8-oneHCID 5888012483.4%

Reaction Conditions

Temperature140 °C

Reaction Steps

Compound 27 (3.5 g, 8.29 mmol) was dissolved in bromobenzene (150 mL). The solution was heated at 140° C. under N2 and monitored by LC every hour. The reaction was complete after 7 hours. The solution was evaporated and purified by flash chromatography (3% MeOH/CH2Cl2) to give 2.5 g (83%) of intended product as a tan solid. 1H NMR (400 MHz, CDCl3): δ 8.22 (s, 1H), 7.27-7.39 (m, 6H), 5.40 (s, 2H), 2.57 (s, 3H). MS (ES) [m+H] calc'd for C21H23N3OSi, 362; found 362.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119655B2
Source datasetuspto-grants-2012_02
ORD IDord-b29d9c0ab2704619a0ee19f38b868763
Source noteuspto-grants-2012_02