Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184883Generated: November 1, 2026

Acetic Acid → N-(5-amino-2,4-difluorophenyl)-3-(2-cyanopropan-2-yl)benzamide

https://huagongshe.com/reaction/1184883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthanolHCID 702—
ReactantAcetonitrileHCID 6342—
Reactant3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamideHCID 67125705—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-amino-2,4-difluorophenyl)-3-(2-cyanopropan-2-yl)benzamideHCID 6712564870.6%

Reaction Conditions

Temperature-5 °C

Reaction Steps

To a mixture of 3-(2-cyanopropan-2-yl)-N-(2,4-difluoro-5-nitrophenyl)benzamide 72 (155 mg, 0.449 mmol) and zinc (440 mg, 6.73 mmol) in THF (5 mL) at −5° C., acetic acid (0.514 mL, 539 mg, 8.98 mmol) was added. The reaction was stirred 30 min at −5° C. and 1 h at rt. Ethanol and acetonitrile were added and filtrated. The filtrate was diluted with CH2Cl2 and washed with saturated NaHCO3 solution to give N-(5-amino-2,4-difluorophenyl)-3-(2-cyanopropan-2-yl)benzamide 73 (100 mg, 70%). (m/z)=316 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-fe50019c4a89474b8a3bf92195f65ae4
Source noteuspto-grants-2014_03