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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284921Generated: October 26, 2026

Diisopropylethylamine → Piperidine-1-carboxylic acid N'-(5-fluoro-pyridin-2-yl)-hydrazide

https://huagongshe.com/reaction/2284921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Piperidinecarbonyl chlorideHCID 242085—
Reactant5-Fluoro-2-hydrazinylpyridineHCID 19916786—
SolventDichloromethaneHCID 6344—
ProductPiperidine-1-carboxylic acid N'-(5-fluoro-pyridin-2-yl)-hydrazideHCID 8668695084%

Reaction Steps

1-Piperidine carbonyl chloride (348 mg, 0.30 mL, 2.36 mmol) was added dropwise to a solution of 5-fluoro-2-hydrazinyl-pyridine (see for reference WO 2010/022076, which is incorporated herein by reference in its entirety; 0.30 g, 2.36 mmol) and DIPEA (1.2 mL, 7.08 mmol) in DCM (10 mL) at RT under nitrogen and the mixture stirred for 2 h. The solution was washed with water (2×15 mL) and dried (Na2SO4). The solvent was evaporated and the residue triturated (diethyl ether) and filtered to afford the title compound as an off-white solid (475 mg, 84%). LCMS (Method 1): Rt 1.82 min, m/z 239 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145413B2
Source datasetuspto-grants-2015_09
ORD IDord-55f6f5489a11497381a9d588cd5e0c81
Source noteuspto-grants-2015_09