Dimethylformamide dimethyl acetal → (Z)-N-(2-adamantyl)-2-(cyclopentanecarbonyl)-3-dimethylamino-prop-2-enamide

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide dimethyl acetal	HCID 78373	—
Reactant	N-(2-adamantyl)-3-cyclopentyl-3-oxo-propanamide	HCID 59516089	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	(Z)-N-(2-adamantyl)-2-(cyclopentanecarbonyl)-3-dimethylamino-prop-2-enamide	HCID 59516145	99.5%

Reaction Conditions

Temperature	100 °C

Reaction Steps

N,N-Dimethylformamide dimethyl acetal (0.587 mL, 4.42 mmol) was added to N-(2-adamantyl)-3-cyclopentyl-3-oxo-propanamide (Intermediate#72), (1.023 g, 3.53 mmol) in 1,4-dioxane (25 mL). The resulting solution was stirred at 100° C. for 2 hours. The resulting mixture was evaporated to dryness to afford (Z)—N-(2-adamantyl)-2-(cyclopentanecarbonyl)-3-dimethylamino-prop-2-enamide (1.210 g, 99%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07816391B2
Source dataset	uspto-grants-2010_10
ORD ID	ord-0f1c04eddc3f4657acab568fcc3e52ea
Source note	uspto-grants-2010_10