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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970908Generated: October 25, 2026

4-Methylmorpholine → Pyridine-2-carboxylic acid 4-hydroxymethyl-benzylamide

https://huagongshe.com/reaction/970908

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant[4-(Aminomethyl)phenyl]methanolHCID 6496943—
ProductPyridine-2-carboxylic acid 4-hydroxymethyl-benzylamideHCID 2260129295%

Reaction Steps

Using General Procedure F: Reaction of (4-aminomethyl-phenyl)-methanol (200 mg, 1.46 mmol, 1-hydroxybenzotriazole (218 mg, 1.61 mmol), 4-methyl morpholine (241 uL, 2.19 mmol), and EDCI (309 mg, 1.61 mmol) for 2 h at room temperature gave the title compound (335 mg, 95%) as a yellow oil. 1H NMR (300 MHz, CDCl3) δ 4.67 (d, 2H, J=6.0 Hz), 4.69 (s, 2H), 7.36 (br s, 4H), 7.43-7.44 (m, 1H), 7.85-7.86 (m, 1H), 8.24 (d, 1H, J=9.0 Hz), 8.52 (br s, 1H), 8.52 (d, 1H, J=3.0 Hz). ES-MS m/z 243 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312234B2
Source datasetuspto-grants-2007_12
ORD IDord-e29934ed7064476e89e2edd0cda171e8
Source noteuspto-grants-2007_12