Triethylamine → HCID 58188363, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
Reactant	(R)-1-(2-Methyl-5-pyrimidinyl)ethanamine	HCID 55281681	—
Reactant	HCID 58188145	HCID 58188145	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 58188363	HCID 58188363	—

Reaction Steps

Into a round-bottom flask were charged 3-methoxy-5-(5-methylpyridin-2-yl)benzoic acid (26 mg, 0.11 mmol), (R)-1-(2-methylpyrimidin-5-yl)ethanamine (29 mg, 0.21 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (41 mg, 0.21 mmol), 1-hydroxybenzotriazole hydrate (33 mg, 0.21 mmol), triethylamine (22 mg, 0.21 mmol) and methylene chloride (3 mL). The mixture was stirred at room temperature overnight, and then concentrated. The residue was purified via preparative HPLC (100×21.2 mm C18 column, CH3CN/water[10 mM Et2NH]) to afford the desired product as a white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08946439B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-14971e6ca6064551a81d1f93c64a4aae
Source note	uspto-grants-2015_02