Hydrochloric Acid → 3,3,3-trifluoro-N-(4-{[3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-5-yl]amino}phenyl)propanamide

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	N-(4-Aminophenyl)-3,3,3-trifluoropropanamide	HCID 16772763	—
Reactant	5-chloro-3-[(4-methoxyphenyl)methyl]-1H,2H,3H,4H-pyrido[2,3-d]pyrimidin-2-one	HCID 66926291	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	3,3,3-trifluoro-N-(4-{[3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-5-yl]amino}phenyl)propanamide	HCID 70497675	39%

Reaction Conditions

Temperature	150 °C

Reaction Steps

1 (52 mg, 0.17 mmol), N-(4-aminophenyl)-3,3,3-trifluoropropanamide (44 mg, 0.17 mmol), and HCl (43 μL, 4.0M in dioxane, 0.17 mmol) were suspended in NMP (1 mL), and stirred in a microwave at 150° C. for 100 min. The crude product was purified directly via HPLC to provide 100 (39% yield). LC-MS (M+H=486, obsd.=486).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569295B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-60256fb045ff4a20a61ae4daad342a47
Source note	uspto-grants-2013_10