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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-Cyano-2-(difluoromethyl)nicotinic acid | HCID 90019173 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Cyano-2-(difluoromethyl)nicotinamide | HCID 90019373 | 84.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09439890B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-46593c134b0d49ffb87b7a5577acdb6b |
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| Source note | uspto-grants-2016_09 |
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