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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050000Generated: November 3, 2026

Hydrochloric Acid → 2-(5-Nitro-3-(trifluoromethyl)pyridin-2-yl)acetonitrile

https://huagongshe.com/reaction/1050000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl 2-cyano-2-(5-nitro-3-(trifluoromethyl)pyridin-2-yl)acetateHCID 90416649—
SolventMethanolHCID 887—
Product2-(5-Nitro-3-(trifluoromethyl)pyridin-2-yl)acetonitrileHCID 9041617054.4%

Reaction Steps

To a solution of tert-butyl 2-cyano-2-(5-nitro-3-(trifluoromethyl)pyridin-2-yl)acetate (1.06 g, 3.20 mmol) in MeOH (80 mL) was added HCl (20 mL, 3.20 mmol). The mixture was at 70° C. for 10 h. Then the solution was concentrated and distributed between EA and saturated NaHCO3 solution. The combined organic extract was washed with brine, dried over MgSO4, filtered and concentrated. The resulting 2-(5-nitro-3-(trifluoromethyl)pyridin-2-yl)acetonitrile (402 mg, 1.739 mmol, 54.4% yield) was used in the next step without further purification. TLC (PE/EA=5:1, Rf=0.6): 1H NMR (400 MHz, CDCl3) δ 9.56 (d, J=2.21 Hz, 1H), 8.63-8.87 (m, 1H), 4.20 (br. s., 2H); ES-LCMS m/z 232.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382238B2
Source datasetuspto-grants-2016_07
ORD IDord-6abd6fc1e5da4c70b58650c09475c92d
Source noteuspto-grants-2016_07