Diisopropylethylamine → HCID 18682370, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate	HCID 151348	—
Reactant	4-((((2-Methylphenyl)amino)carbonyl)amino)benzeneacetic acid	HCID 6605254	—
Reactant	HCID 18682369	HCID 18682369	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 18682370	HCID 18682370	20.1%

Reaction Steps

To a stirred mixture of [4-(3-o-tolyl-ureido)-phenyl]-acetic acid (55 mg, 0.19 mmol), diisopropyl ethyl amine (0.17 ml), BOP (86 mg, 0.19 mmol) in DMF (1 ml) was added 3-(3-isobutyl-2-oxo-piperazin-1-yl)-butyric acid methyl ester (50 mg, 0.19 mmol). After stirring 16 h at room temperature the solution was diluted with water and extracted into ethyl acetate. The combined organics were washed with 5% citric acid, saturated NaHCO3, and brine; dried over MgSO4, filtered, and concentrated under reduced pressure. Column chromatography on silica gel eluting with 2% MeOH/CH2Cl2 gave 20 mg of the title compound as a yellow amorphous solid. MS [M+1]+523.3.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06355662B1
Source dataset	uspto-grants-2002_03
ORD ID	ord-b8c7531f4dc04370aeae7f86cad21ef7
Source note	uspto-grants-2002_03