HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Dimethoxybenzenemethanamine → HCID 86606904, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Dimethoxybenzenemethanamine | HCID 18652 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Bromopyridine-2-carboxylic acid | HCID 593919 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86606904 | HCID 86606904 | 59.8% |
Reaction Steps
To a mixture of 6-bromopicolinic acid (1.01 g, 5.0 mmol) and 2,5-dimethoxybenzylamine (753 μL, 5.0 mmol) in DMF (10 mL) was added TBTU (1.77 g, 5.5 mmol), followed by N,N-diisopropylethylamine (871 μL, 5.0 mmol). The mixture was stirred at room temperature for 2 hours. After addition of saturated NaHCO3, the mixture was extracted with ethyl acetate. The organic phase was washed with brine (×3), dried (MgSO4), filtered and concentrated. It was triturated with CH3CN to provide the titled compound as white solid (1.05 g, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888374B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-18033024cc424142bf4593ee7e19bfe7 |
| Source note | uspto-grants-2011_02 |