HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinemethanamine → 3-Fluoro-4-nitro-N-(3-pyridylmethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Fluoro-4-nitrobenzoic acid | HCID 230653 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 3-Fluoro-4-nitro-N-(3-pyridylmethyl)benzamide | HCID 59198667 | — |
Reaction Steps
3-Fluoro-4-nitrobenzoic acid 2.78 g, 3-pyridylmethylamine 1.55 mL, N,N-diisopropylethylamine 2.61 mL, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride 4.31 g, 1-hydroxybenzotriazole monohydrate 2.98 g and acetonitrile 39 mL were mixed and stirred for 20 hours. The reaction liquid was poured in saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine by the order stated, and dried over magnesium sulfate. Distilling the solvent off, 4.09 g of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299080B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-fdc5791939ea4e31bcf65364512ba99e |
| Source note | uspto-grants-2012_10 |