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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75709Generated: October 29, 2026

2-Bromopyridine → HCID 66609728, compound

https://huagongshe.com/reaction/75709

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant7-Methoxy-6-nitroquinazolin-4-amineHCID 66608619—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 66609728HCID 6660972820%

Reaction Conditions

Temperature120 °C

Reaction Steps

7-methoxy-6-nitroquinazolin-4-ylamine (300 mg, 1.36 mmol) in <Step 6> of Example 23, 2-bromopyridine (0.2 mL, 2.04 mmol), palladium acetate (31 mg, 0.136 mmol), Xantphos (158 mg, 0.273 mmol) and cesium carbonate (888 mg, 2.73 mmol) were placed under 6.5 mL of 1,4-dioxane in a closed container, degassed, and the mixture was stirred at 120° C. for 2 hours. The mixture was cooled to room temperature, 50 mL water was added thereto, and the mixture was washed with a solution of chloroform/isopropanol (4:1). The mixture was dried over sodium sulfate and filtered and distilled under reduced pressure. The resulting oil was purified by column chromatography to obtain the title compound (78.5 mg, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835458B2
Source datasetuspto-grants-2014_09
ORD IDord-71529af6c8114c10ada03efc0a5a7426
Source noteuspto-grants-2014_09