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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929882Generated: October 31, 2026

4-Hydroxymethylpyridine → 5-(4-Chloro-phenyl)-N-((S)-2-cyclopropyl-2-hydroxy-propyl)-6-(pyridin-4-ylmethoxy)-nicotinamide

https://huagongshe.com/reaction/1929882

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxymethylpyridineHCID 11472—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantMethyl 5-bromo-6-chloronicotinateHCID 2764313—
Reactant(S)-1-Amino-2-cyclopropylpropan-2-olHCID 51684100—
Product5-(4-Chloro-phenyl)-N-((S)-2-cyclopropyl-2-hydroxy-propyl)-6-(pyridin-4-ylmethoxy)-nicotinamideHCID 24856836—

Reaction Steps

The title compound was synthesized in analogy to the procedure described for the preparation of Example 5, using 5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester, 4-chlorophenyl-boronic acid (commercially available), 4-(hydroxymethyl)-pyridine, and (5)-α-(aminomethyl)-α-methyl-cyclopropanemethanol (WO 2006/106054) as starting materials. MS (ISP): 438.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188093B2
Source datasetuspto-grants-2012_05
ORD IDord-db445cba53a04e988a934ac33b51f512
Source noteuspto-grants-2012_05