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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066749Generated: October 29, 2026

Benzylamine → Tirbanibulin

https://huagongshe.com/reaction/2066749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant(6-Fluoropyridin-3-yl)boronic acidHCID 2783397—
Reactant4-(2-(4-(6-Fluoropyridin-3-yl)phenoxy)ethyl)morpholineHCID 44185420—
Reactant2-(5-(4-(2-Morpholinoethoxy)phenyl)pyridin-2-yl)acetonitrileHCID 44185421—
ReactantMethyl 2-(5-(4-(2-morpholinoethoxy)phenyl)pyridin-2-yl)acetateHCID 44185422—
ProductTirbanibulinHCID 23635314—

Reaction Steps

reacting 4-(2-(4-(6-fluoropyridin-3-yl)phenoxy)ethyl)morpholine with acetonitrile to yield 2-(5-(4-(2-morpholinoethoxy)phenyl)pyridin-2-yl)acetonitrile; (4) converting 2-(5-(4-(2-morpholinoethoxy)phenyl)pyridin-2-yl)acetonitrile to methyl 2-(5-(4-(2-morpholinoethoxy)phenyl)pyridin-2-yl)acetate; and (5) reacting methyl 2-(5-(4-(2-morpholinoethoxy)phenyl)pyridin-2-yl)acetate with benzylamine to yield 2-(5-(4-(2-morpholinoethoxy)phenyl)pyridin-2-yl)-N-benzylacetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293739B2
Source datasetuspto-grants-2012_10
ORD IDord-3f5fe7a570424454b78b08e7db48e663
Source noteuspto-grants-2012_10