Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 68842708 | HCID 68842708 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57933083 | HCID 57933083 | 71.2% |
Reaction Steps
100 mg (0.22 mmol) of 3-(2,4-Dibromo-thiazol-5-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.22 mmol), 96 mg of morpholine (1.1 mmol) and 215 mg of Cs2CO3 (0.66 mmol) are put in a 4 ml vial with dry THF, and the vial is capped with a Teflon cap. The vial is heated at 120° C. for overnight. The reaction mixture is applied onto a silica-gel chromatography column (Hexane:AcOEt:2 M NH3 in MeOH=9:3:1) to give 72.7 mg of the title compound. Yield 71%. mass spectrum (m/e): 465 (M+1); 1H-NMR (CDCl3): 6.73 (s, 1H), 3.87 (t, 4H, J=5.1 Hz), 3.58 (t, 4H, J=5.1 Hz), 3.35 (m, 1H), 2.57 (s, 3H), 2.53 (s, 3H), 1.86 (m, 4H), 0.90 (t, 6H, J=7.5 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-8a020ade54a44c77941549ec14cfc349 |
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| Source note | uspto-grants-2009_11 |
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