HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 71136617, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-Isoxazolecarboxylic acid | HCID 11286453 | — |
| Reactant | HCID 71136621 | HCID 71136621 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71136617 | HCID 71136617 | — |
Reaction Steps
5-(2-Azabicyclo[2.2.2]oct-5-yl)-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (5-1, 30.2 mg, 0.09 mmol, 1.0 equiv), isoxazole-3-carboxylic acid (2-6, 15.6 mg, 0.14 mmol, 1.5 equiv), DIPEA (48 μL, 0.28 mmol, 3.0 equiv) and HATU (52.4 mg, 0.14 mmol, 1.5 equiv) were added to anhydrous 1,4-dioxane (0.92 mL). After stirring for 10 min at room temperature, LCMS showed consumption of starting material. Purification by reverse-phase HPLC (20-100% CH3CN:0.1% TFA in H2O) provided 5-2 as a white solid. MS m/z (M+H): calculated=424.2343; observed=424.2345.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315518B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-2346a48680e74e6993f4e95e35047254 |
| Source note | uspto-grants-2016_04 |