Potassium Carbonate → (S)-2-Acetylamino-oxazole-4-carboxylic acid (1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethyl)-amide

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	2-Acetamidooxazole-4-carboxylic acid	HCID 84011893	—
Reactant	(S)-1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethylamine hydrochloride	HCID 86688559	—
Solvent	Dimethylformamide	HCID 6228	—
Product	(S)-2-Acetylamino-oxazole-4-carboxylic acid (1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethyl)-amide	HCID 71617629	—

Reaction Steps

To a mixture of 2.0 mg (0.012 mmol) 2-acetylamino-oxazole-4-carboxylic acid, 3.6 mg (S)-1-{4-[4-(4-ethoxy-phenyl)-piperidin-1-yl]-phenyl}-ethylamine hydrochloride (XII.1) and 3.54 (0.02 mmol) DIPEA in 0.27 mL DMF are added 3.9 mg (0.012 mmol) TBTU. The mixture is shaken at rt for 12 h. 25 μl K2CO3 solution (3 M) is added, the mixture is filtered through basic alumina, washed with DMF/MeOH (9:1) and concentrated to yield the desired product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08765959B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-ba72a864b84b43a4998dcd36e9970d72
Source note	uspto-grants-2014_07