Benzoic Acid → Methyl 4-{2-[benzoyl(2,4-dimethoxybenzyl)amino]-3-[(4-chlorophenyl)amino]-3-oxopropyl}benzoate

https://huagongshe.com/reaction/1919893

Participants

Role	Name	HCID	Charge
Reactant	Benzoic Acid	HCID 243	—
Reactant	2,2,2-Trifluoroethanol	HCID 6409	—
Reactant	4-Chlorophenyl isocyanide	HCID 74670	—
Reactant	2,4-Dimethoxybenzylamine	HCID 597250	—
Reactant	Methyl 4-(2-oxoethyl)benzoate	HCID 13844675	—
Solvent	Methanol	HCID 887	—
Product	Methyl 4-{2-[benzoyl(2,4-dimethoxybenzyl)amino]-3-[(4-chlorophenyl)amino]-3-oxopropyl}benzoate	HCID 57611867	—

Reaction Conditions

Temperature	50 °C

Reaction Steps

Methyl 4-formylmethylbenzoate (56.3 mg, 0.316 mmol, 4-chlorophenyl isocyanide (43.5 mg, 0.316 mmol), 1-(2,4-dimethoxyphenyl)methanamine (56.9 μL, 0.379 mmol) and benzoic acid (38.6 mg, 0.316 mmol) were dissolved in 100 μL of trifluoroethanol and heated at 50° C. for 2 hours. The reaction mixture was diluted with 2 mL of methanol and purified by reversed phase HPLC to afford the desired product. MS cal'd 587.2 (MH+), exp 587.2 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08168658B2
Source dataset	uspto-grants-2012_05
ORD ID	ord-ac5957fb35274ce48a08668e57be7c1a
Source note	uspto-grants-2012_05