Diisopropylethylamine → HCID 67333706, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
Reactant	(2-Methylpyrimidin-5-yl)methanamine	HCID 21294601	—
Reactant	HCID 58449392	HCID 58449392	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 67333706	HCID 67333706	—

Reaction Steps

To a mixture of 4′-methyl-5-(2-oxopiperidin-1-yl)biphenyl-3-carboxylic acid (45 mg, 0.14 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (56 mg, 0.29 mmol), 1-hydroxybenzotriazole hydrate (22 mg, 0.14 mmol), and CH2Cl2 (3 mL) were added (2-methylpyrimidin-5-yl)methanamine (27 mg, 0.22 mmol) and N,N-diisopropylethylamine (51 μL, 0.29 mmol). The mixture was stirred at room temperature overnight and then concentrated. The residue was purified by preparative HPLC (100×20.2 mm, C18 column; 30-80% CH3CN-water [10 mM Et2NH]) to afford a white foam.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09133122B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-73aa3efb01eb4435971361a67c6429e7
Source note	uspto-grants-2015_09