Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dipropylamine | HCID 8902 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 68840065 | HCID 68840065 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57932978 | HCID 57932978 | — |
Reaction Steps
35 mg of 3-(2-Bromo-4-methyl-thiazol-5-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.09 mmol) and 45 mg of di-n-propylamine (0.44 mmol) and 57 mg of cesium carbonate (0.18 mmol) are place into 4 ml reaction vial with 3 ml of dry THF and the vial is capped with a Teflon cap. The reaction vial is heated at 100° C. for 4 h. The reaction mixture is transferred into microwave reaction vessel and sealed. The reaction mixture is heated at 160° C. for 30 min by microwave. The mixture is concentrated and applied onto silica-gel chromatography column (Hexane:AcOEt=3:1) to give the title compound. 5.3 mg (14%); mass spectrum (m/e): 414; 1H-NMR (CDCl3): 5.59 (s, 1H), 3.45 (m, 4H), 3.36 (m, 1H), 2.57 (s, 3H), 2.47 (s, 3H), 2.17 (s, 3H), 1.80 (m, 8H), 0.99 (t, 6H, J=7.5 Hz), 0.89 (t, 6H, J=9.4 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07612067B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-99442bab7bb241b7be46d304cd2f7ec6 |
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| Source note | uspto-grants-2009_11 |
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