HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 11949731, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | cis-2-Aminomethyl-1-cyclohexanol | HCID 12483365 | — |
| Reactant | 5-(4-Fluorophenyl)-6-cyclopropylmethoxy-nicotinic acid | HCID 21109721 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11949731 | HCID 11949731 | 73.4% |
Reaction Steps
6-Cyclopropylmethoxy-5-(4-fluoro-phenyl)-nicotinic acid (0.50 g, 2 mmol) was dissolved in DMF (20 mL). To the solution was added TBTU (0.62 g, 2 mmol), N,N-diisopropylethyl amine (1.5 mL, 9 mmol) and cis-2-aminomethyl-1-cyclohexanol (317 mg, 2 mmol). The reaction mixture was stirred for 18 h at room temperature. The solvent was evaporated in vacuo and the residue was purified by column chromatography on silica (n-heptane/ethyl acetate gradient) to yield 585 mg of the title compound as a colorless solid, MS (ISP) 399.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07229999B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-61f020651ff843e19a7d1e6e24d4289e |
| Source note | uspto-grants-2007_06 |