HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 11950959, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1R,2R)-2-Aminocyclohexanol | HCID 735777 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 21109717 | HCID 21109717 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11950959 | HCID 11950959 | 57.2% |
Reaction Steps
6-Butoxy-5-(2-fluoro-5-trifluoromethyl-phenyl)-nicotinic acid (0.10 g, 0.3 mmol) was dissolved in DMF (5 mL). To the solution was added TBTU (0.10 g, 0.3 mmol), N,N-diisopropylethyl amine (0.24 mL, 1.4 mmol) and (1R,2R)-2-amino-cyclohexanol (47 mg, 0.3 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 78 mg of the title compound as a light yellow solid, mp 172–178° C., MS (ISP) 455.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07229999B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-ceeb2956c38240d5a2f7fb734e3b3c83 |
| Source note | uspto-grants-2007_06 |