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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563242Generated: October 25, 2026

2,4-Difluorobenzoic acid hydrazide → N'-((2R,3R)-2-(3-Chloro-4-cyano-2-methylphenylamino)-3-hydroxybutanoyl)-2,4-difluorobenzohydrazide

https://huagongshe.com/reaction/563242

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Difluorobenzoic acid hydrazideHCID 2736922—
Reactant(2R,3R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxybutanoic acidHCID 57908625—
ReactantN'-((2R,3S)-2-(3-chloro-4-cyano-2-ethylphenylamino)-3-hydroxybutanoyl)benzohydrazideHCID 67007028—
ProductN'-((2R,3R)-2-(3-Chloro-4-cyano-2-methylphenylamino)-3-hydroxybutanoyl)-2,4-difluorobenzohydrazideHCID 5790851796%

Reaction Steps

(2R,3R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxybutanoic acid (1.0 g, 3.72 mmol) and 2,4-difluorobenzohydrazide (704 mg, 4.09 mmol) were reacted using the techniques described for the preparation of intermediate 11c to furnish the title compound (1.5 g, 96%). 1H NMR (500 MHz, acetone-d6, δ in ppm) 9.6 (br s, 2H), 7.85-7.97 (m, 1H), 7.46 (d, J=8 Hz, 1H), 7.10-7.19 (m, 2H), 6.73 (d, J=8 Hz, 1H), 5.58 (d, J=7 Hz, 1H), 4.20-4.28 (m, 1H), 4.15-4.18 (m, 1H), 2.32 (s, 3H) and 1.38 (d, J=6 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067448B2
Source datasetuspto-grants-2011_11
ORD IDord-9a1ae4d9b17749e1b62cd5cdbad700f3
Source noteuspto-grants-2011_11