HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 46897077, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | Pyrrolidin-1-amine monohydrochloride | HCID 3017392 | — |
| Reactant | HCID 67492099 | HCID 67492099 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46897077 | HCID 46897077 | 57.4% |
Reaction Steps
To a solution of 3-(5-methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid (100 mg, 0.33 mmol) in DMF (5 mL) were added 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (160 mg, 0.5 mmol), N,N-diisopropyl ethyl amine (280 μL, 1.7 mmol) and N-aminopyrrolidine HCl (61 mg, 0.50 mmol). The resulting reaction mixture was for 4 h at room temperature. Concentration and purification by chromatography (silica, dichloromethane:methanol=1:0 to 8.5:1.5) afforded the title compound (70 mg, 57%) as a white solid. MS: m/e=370.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173652B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-d1db1db960c24243bf1f31f30652b8c9 |
| Source note | uspto-grants-2012_05 |