HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064086Generated: October 27, 2026
Dimethylformamide → 4-Nitro-3-{[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]amino}benzonitrile
https://huagongshe.com/reaction/2064086
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Fluoro-4-nitrobenzonitrile | HCID 2783399 | — |
| Reactant | 1-(Oxan-4-yl)piperidin-4-amine dihydrochloride | HCID 45156751 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Nitro-3-{[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]amino}benzonitrile | HCID 69122511 | — |
Reaction Steps
4-Cyano-2-fluoro-1-nitrobenzene (300 mg, 0.0018 mol, 1 eq), 1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine (D9, 330 mg, 0.0018 mol, 1 eq), diisopropylethylamine (350 mg, 0.0027 mol, 1.5 eq), and dimethylformamide (5 ml) were combined, heated to 200° C. and held for 1 min in a microwave reactor. 100 ml of water was then added and the reaction extracted with 2×75 ml dichloromethane. The dichloromethane layers were combined, dried with sodium sulfate, and evaporated to yield the title compound which was used without further purification in the next step. MS (ESI): 331 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288413B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-1b11be07597e44d2a48ce293b747af96 |
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| Source note | uspto-grants-2012_10 |
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