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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369540Generated: October 30, 2026

N-(3-amino-4-methylphenyl)-3-morpholinobenzamide → N-[2-methyl-5-(3-morpholinobenzamido)phenyl]-3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzamide

https://huagongshe.com/reaction/1369540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(3-amino-4-methylphenyl)-3-morpholinobenzamideHCID 11301391—
Reactant3-{[1-(tert-Butoxycarbonyl)pyrrolidin-3-yl]oxy}benzoic acidHCID 22291136—
ProductN-[2-methyl-5-(3-morpholinobenzamido)phenyl]-3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzamideHCID 2229104558%

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-morpholinobenzamide to give N-[2-methyl-5-(3-morpholinobenzamido)phenyl]-3-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)benzamide in 58% yield; NMR Spectrum: (DMSOd6) 1.38 (s, 9H), 2.1 (m, 2H), 2.18 (s, 3H), 3.18 (t, 4H), 3.35 (m, 1H), 3.41 (m, 2H), 3.75 (t, 4H), 5.1 (m, 1H), 7.12 (td, 1H), 7.21 (d, 1H), 7.37 (m, 3H), 7.41 (t, 2H), 7.5 (s, 1H), 7.57 (d, 1H), 7.78 (d, 1H), 9.83 (s, 1H), 10.1 (s, 1H); Mass Spectrum: M+H+ 601.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579872B1
Source datasetuspto-grants-2003_06
ORD IDord-70274385d5f14d9b9080adb4ae693ca9
Source noteuspto-grants-2003_06