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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668887Generated: November 2, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-methoxy-N-methyl-3-(6-(4-phenoxyphenylamino)pyrimidin-4-ylamino)benzamide

https://huagongshe.com/reaction/1668887

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(6-(4-Phenoxyphenylamino)pyrimidin-4-ylamino)benzoic acidHCID 57708334—
SolventDimethylformamideHCID 6228—
ProductN-methoxy-N-methyl-3-(6-(4-phenoxyphenylamino)pyrimidin-4-ylamino)benzamideHCID 5770827247.2%

Reaction Steps

To a stirred solution of 3-(6-(4-phenoxyphenylamino)pyrimidin-4-ylamino)benzoic acid (0.05 g, 0.12 mmol) in DMF (2 mL) were added MeNH—OMe.HCl (0.0084 g, 0.12 mmol), EDCI.HICl (0.0361 g, 0.18 mmol), HOBT (0.0084 g, 0.062 mmol) and DIPEA (0.023 g, 0.18 mmol). The reaction mixture was stirred at room temperature for 1 h and was quenched with water. A white solid was isolated by filtration and dried under vacuum to give N-methoxy-N-methyl-3-(6-(4-phenoxyphenylamino)pyrimidin-4-ylamino)benzamide (0.025 g, 44.5%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989465B2
Source datasetuspto-grants-2011_08
ORD IDord-ef1ca12649204a49b872a70d8d70ac0e
Source noteuspto-grants-2011_08