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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59415Generated: October 28, 2026

Ammonium Chloride → 5-Cyano-2-(difluoromethyl)nicotinamide

https://huagongshe.com/reaction/59415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-Cyano-2-(difluoromethyl)nicotinic acidHCID 90019173—
SolventDimethylformamideHCID 6228—
Product5-Cyano-2-(difluoromethyl)nicotinamideHCID 9001937384.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-cyano-2-(difluoromethyl)nicotinic acid (0.600 g, 3.0 mmol) in dry DMF (20 mL), TBTU (10.0 g, 3.33 mmol) was added at 0° C. followed by slow addition of DIPEA (0.7 mL, 3.93 mmol). The reaction mass was stirred at 0° C. for 1 h and ammonium chloride (3.33 g, 60.7 mmol) was added. The reaction mass was stirred at RT for 30-48 h. After completion of reaction quenched the reaction mass with DCM, filtered off solid to afford 0.500 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 8.16 (m, 1H), 8.63 (s, 1H), 9.22 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-46593c134b0d49ffb87b7a5577acdb6b
Source noteuspto-grants-2016_09