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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508989Generated: October 28, 2026

Trifluoroacetic acid → HCID 136246000, compound

https://huagongshe.com/reaction/508989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoyl isocyanateHCID 90019745—
ReactantHCID 90065722HCID 90065722—
SolventDichloromethaneHCID 6344—
ProductHCID 136246000HCID 1362460007.1%

Reaction Steps

To a solution of tert-butyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate (Intermediate-52, 0.060 g, 0.21 mmol) in DCM (10 mL) was added solution of 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoyl isocyanate (Intermediate-51, 0.101 g, 0.32 mmol) in DCM and the reaction mixture was stirred for 20 h at room temperature, followed by addition of TFA (3 mL) and further stirred for 20 h at room temperature. The reaction mass was quenched in water, extracted with DCM and concentrated to afford crude product which was purified by column chromatography eluting with MeOH:DCM to afford 0.007 g of pure product. 1H NMR (300 MHz, CDCl3): δ 1.20 (s, 9H), 4.44 (d, J=5.4 Hz, 2H), 6.20 (m, 1H), 7.29 (m, 1H), 7.41-7.49 (m, 2H), 7.91 (d, J=8.1 Hz, 1H), 8.15 (s, 1H); MS (m/z): 471.26 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096545B2
Source datasetuspto-grants-2015_08
ORD IDord-7e07b868fa1e47d8a358d1f5cd3820f0
Source noteuspto-grants-2015_08