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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174646Generated: October 30, 2026

2-Amino-4-phenylpyrimidine → HCID 59411192, compound

https://huagongshe.com/reaction/2174646

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-phenylpyrimidineHCID 598777—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 68483185HCID 68483185—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59411192HCID 5941119241.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 5-bromo-N-(4-((4-methylpiperidin-1-yl)methyl)phenyl)nicotinamide (45.6 mg, 0.1 mmol) and 4-phenylpyrimidin-2-amine (25.7 mg, 0.15 mmol), KOBut (22.4 mg, 0.2 mmol), Pd2(dba)3 (4.6 mg, 0.005 mmol) and Xantphos (4.6 mg, 0.008 mmol) in a microwave reaction vessel was suspended in 2 mL of THF. The reaction mixture was heated in a microwave at 150° C. for 90 min. After cooling, the mixture was diluted with DMF, and then filtered with a 0.45 μm microfilter. The obtained filtrate was separated by a semi-preparative HPLC. Collected product fraction was lyophilized to give pure product as a while powder (20 mg, 38%). MS (ESI+) m/z 479.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062023B2
Source datasetuspto-grants-2015_06
ORD IDord-3451372ae0f94eec838b619937df7b5f
Source noteuspto-grants-2015_06