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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216964Generated: October 30, 2026

Aniline → (+/-)-3-[3-(4-methoxy-phenyl)-4-methyl-2-oxo-7-phenylamino-3,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-1-yl]-benzonitrile

https://huagongshe.com/reaction/2216964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant(+/-)-3-[7-chloro-3-(4-methoxy-phenyl)-4-methyl-2-oxo-3,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-1-yl]-benzonitrileHCID 10363933—
SolventMethanolHCID 887—
Product(+/-)-3-[3-(4-methoxy-phenyl)-4-methyl-2-oxo-7-phenylamino-3,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-1-yl]-benzonitrileHCID 10367082—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of (±)-3-[7-chloro-3-(4-methoxy-phenyl)-4-methyl-2-oxo-3,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-1-yl]-benzonitrile (0.49 g; 1.21 mmol) (from Example 5a supra) and aniline (0.50 mL; 5.49 mmol) (Aldrich) was heated to 110° C. for one hour. Methanol was added to the hot mixture and the solution was then cooled. The solid that precipitated out of solution was collected and recrystallized from methanol to yield (±)-3-[3-(4-methoxy-phenyl)-4-methyl-2-oxo-7-phenylamino-3,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-1-yl]-benzonitrile as a white solid. (Yield 0.35 g; 62.2%). Melting Point: 224–228° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112676B2
Source datasetuspto-grants-2006_09
ORD IDord-e8268c94ef07436e8f21db3394236bd5
Source noteuspto-grants-2006_09