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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634418Generated: October 30, 2026

(3-Fluoro-5-methoxyphenyl)boronic acid → HCID 178492931, compound

https://huagongshe.com/reaction/634418

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-Fluoro-5-methoxyphenyl)boronic acidHCID 2763243—
ReactantHCID 178508725HCID 178508725—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
ProductHCID 178492931HCID 17849293118.2%

Reaction Steps

3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1.52 g, 5.82 mmol), 3-fluoro-5-methoxyphenylboronic acid (1.4 g, 8.24 mmol), Pd(dppf)Cl2 (0.18 g, 0.246 mmol) and 8.7 mL of 1M NaOHaqueous (8.73 mmol) were reacted in DMF (13 mL) under Ar at 120° C. for 48 hrs. The reaction was quenched by the addition of 1M HClaqueous (10 mL), dried under reduced pressure and the dark crude oil purified via flash chromatography on silica gel using a Biotage 100G SNAP with a gradient of DCM and iPrOH to give the title compound (275 mg, 18.2%) as yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-4a36f1540a4b4a8aa859cbc4373587e0
Source noteuspto-grants-2016_04