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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051434Generated: November 1, 2026

Cesium carbonate → 3-(5,6-Dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacen-8-yl)-benzamide

https://huagongshe.com/reaction/1051434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3-Carbamoylphenyl)boronic acidHCID 2737814—
Reactant8-Bromo-5,6-dimethyl-3-thia-1,4,7,8a-tetraaza-as-indaceneHCID 73425859—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
Product3-(5,6-Dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacen-8-yl)-benzamideHCID 7342597453%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under argon atmosphere, a 5 mL microwave reaction vial was charged with 8-bromo-5,6-dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacene from example 7 (10 mg, 0.035 mmol), 3-carbamoylphenylboronic acid (9 mg, 0.053 mmol) and Cs2CO3 (23 mg, 0.071 mmol) in DMF (3 mL) followed by the addition of Pd(dppf)Cl2 (3 mg, 3.5 μmol). The resulting suspension was heated on microwave at 100° C. for 1 hr. The reaction mixture was filtered and the filtrate was purified by Prep-HPLC to give the title compound (6 mg, yield: 52%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388180B2
Source datasetuspto-grants-2016_07
ORD IDord-1d18d74036eb4d70b41da0130aad473a
Source noteuspto-grants-2016_07