Triethylamine → 4-(2-Piperidinon-1-yl)piperidin-1-yl-2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate	HCID 151348	—
Reactant	Piperidine, hydrochloride (1:1)	HCID 2723721	—
Reactant	[1,4']Bipiperidinyl-2-one hydrochloride	HCID 23138456	—
Reactant	2-(2-Fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid	HCID 68695741	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	4-(2-Piperidinon-1-yl)piperidin-1-yl-2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide	HCID 68697160	28.5%

Reaction Steps

To a solution of 2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid (45 mg, 0.14 mmol), 4-(2-piperidinon-1-yl)piperidine hydrochloride (40 mg, 0.18 mmol) and triethylamine (0.085 mL, 0.61 mmol) in DMF (1.0 mL, containing 0.050 mL of H2O to solubilize the piperidine hydrochloride), BOP (100 mg, 0.23 mmol) was added. After being stirred at room temperature for 30 min, the mixture was purified by HPLC to give the titled compound (20 mg). MS 487.3 and 489.3 (M+H, Cl pattern).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07678913B2
Source dataset	uspto-grants-2010_03
ORD ID	ord-271fa11d2aae42019965c98e2c656fe2
Source note	uspto-grants-2010_03