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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967901Generated: November 2, 2026

N-(3-amino-4-methylphenyl)-3-[N-(2-methoxyethyl)-N-methylamino]benzamide → N-(5-{3-[N-(2-methoxyethyl)-N-methylamino]benzamido}-2-methylphenyl)-3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzamide

https://huagongshe.com/reaction/967901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(3-amino-4-methylphenyl)-3-[N-(2-methoxyethyl)-N-methylamino]benzamideHCID 22291080—
Reactant3-{[1-(tert-Butoxycarbonyl)pyrrolidin-3-yl]oxy}benzoic acidHCID 22291136—
ProductN-(5-{3-[N-(2-methoxyethyl)-N-methylamino]benzamido}-2-methylphenyl)-3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzamideHCID 2229109559%

Reaction Steps

Using an analogous procedure to that described in the first paragraph of Example 25, 3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzoic acid was reacted with N-(3-amino-4-methylphenyl)-3-[N-(2-methoxyethyl)-N-methylamino]benzamide to give N-(5-{3-[-(2-methoxyethyl)-N-methylamino]benzamido}-2-methylphenyl)-3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzamide in 59% yield; NMR Spectrum: (DMSOd6) 1.39 (s, 9H), 2.08 (m, 2H), 2.18 (s, 3H), 2.96 (s, 3H), 3.22 (s, 3H),3.25 (m, 2H), 3.52 (m, 6H), 5.07 (s, 1H), 6.87 (d, 1H), 7.2 (m, 5H), 7.43 (t, 1H), 7.55 (m, 3H), 7.79 (s, 1H), 9.86 (s, 1H), 10.06 (s, 1H); Mass Spectrum: M-C3H7+ 547.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06956037B2
Source datasetuspto-grants-2005_10
ORD IDord-d4539f2e0f9640ff85c4bf6834835cca
Source noteuspto-grants-2005_10