Diisopropylethylamine → Methyl 2-(3-(bis(4-methoxyphenyl)methylamino)-2-nitrophenoxy)-4-fluorobenzoate

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	4,4'-Dimethoxybenzhydrylamine	HCID 350042	—
Reactant	Methyl 4-fluoro-2-(3-fluoro-2-nitrophenoxy)benzoate	HCID 67227494	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	Methyl 2-(3-(bis(4-methoxyphenyl)methylamino)-2-nitrophenoxy)-4-fluorobenzoate	HCID 67146178	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

To a solution of EXAMPLE 403A (3.82 g) and bis(4-methoxyphenyl)methanamine (4.51 g) in N-methyl-2-pyrrolidinone (65 mL) was added N-ethyl-N-isopropylpropan-2-amine (4.30 mL) and the mixture was heated at 100° C. for 24 hours. The crude product, isolated by concentration, was purified on silica gel, and was eluted with a 10, 25, and 65% ethyl acetate in hexane step gradient to provide the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09315488B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-9fa9ff42705045a0aaa7d1eb01f4e2a5
Source note	uspto-grants-2016_04