Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methylpyrrolidine | HCID 13003 | — |
| Reactant | HCID 59457492 | HCID 59457492 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11857968 | HCID 11857968 | 37% |
Reaction Steps
4-({2-[4-(3-chloropropoxy)phenyl]-1,3-oxazol-4-yl}carbonyl)morpholine i35 (0.26 g, 0.75 mmol, 1 eq) is reacted with 2-methylpyrrolidine (0.11 ml, 1.13 mmol, 1.5 eq) in the presence of potassium carbonate (0.2 g, 1.5 mmol, 2 eq) and a catalytic amount of sodium iodide in refluxing acetonitrile (15 ml) overnight. The solvent is then evaporated, and the residue taken up in ethyl acetate and washed two times with an aqueous solution of sodium hydrogenocarbonate. The organic layer is dried over magnesium sulfate, filtered and concentrated under vacuum. Purification by chromatography over silicagel (eluent: dichloromethane/methanol/ammonia 96:3.6:0.4) affords 0.11 g of 4-[(2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-oxazol-4-yl)carbonyl]morpholine 90.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790720B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-e8eb7ed49d9d407c85fd14b48fb4aecd |
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| Source note | uspto-grants-2010_09 |
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