Potassium Carbonate → 2-[(R)-1-(3-Phthalimido-2-oxo-propylamino)-2-methyl-propyl)-3-benzyl-7-chloro-chromen-4-one

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2-(3-bromo-2-oxopropyl)-2,3-dihydro-1H-isoindole-1,3-dione	HCID 222037	—
Reactant	(R)-2-(1-Amino-2-methylpropyl)-3-benzyl-7-chloro-4H-chromen-4-one	HCID 66755941	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-[(R)-1-(3-Phthalimido-2-oxo-propylamino)-2-methyl-propyl)-3-benzyl-7-chloro-chromen-4-one	HCID 66755942	108%

Reaction Steps

To 2-((R)-1-amino-2-methyl-propyl)-3-benzyl-7-chloro-chromen-4-one (0.5 g, 1.5 mMol) and K2CO3 (0.21 g, 1.5 mMol) in DMF (10 mL) was added N-(3-bromo-2-oxopropyl)-phthalimide (0.45 g, 1.5 mMol) (Nair et al.; J. Org. Chem.; 40; 1975; 1745). The reaction was stirred at RT for 3 h, concentrated under vacuum, taken up in EtOAc, washed with water, brine, dried (Na2SO4) and evaporated to give the title compound (0.88 g, 100%) as a yellow solid: MS (ES) m/e 543.2 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08633236B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-e97479ce5d16403680d2bb8ced1291fd
Source note	uspto-grants-2014_01