Dichloromethane → HCID 59540376, compound

Participants

Role	Name	HCID	Charge
Reactant	Dichloromethane	HCID 6344	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Benzenemethanamine, 4-nitro-N-phenyl-	HCID 96956	—
Reactant	(S,E)-tert-butyl 2-(4-(bromomethyl)styryl)pyrrolidine-1-carboxylate	HCID 68765291	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 59540376	HCID 59540376	56%

Reaction Conditions

Temperature	50 °C

Reaction Steps

To a solution of the product of Example 149D (1.09 g, 2.97 mmol) and N-(4-nitrobenzyl)aniline (0.677 g, 2.97 mmol) dissolved in DMF (10 mL) was added potassium carbonate (1.23 g, 8.9 mmol) and the mixture heated at 50° C. for 1 hour. After cooling, the solution had dichloromethane added to it and the mixture extracted with water. The organic extract was then dried, filtered, concentrated and purified by chromatography (silica gel, 0-2% methanol in dichloromethane) to afford 0.85 g (56%) of the title compound. MS (ESI) m/z 514 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09278922B2
Source dataset	uspto-grants-2016_03
ORD ID	ord-510f6c0c406144bea293de0a276194e4
Source note	uspto-grants-2016_03