Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 59457495 | HCID 59457495 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59457500 | HCID 59457500 | 29% |
Reaction Steps
(5S)-1-[(2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-oxazol-4-yl)methyl]-5-(morpholin-4-ylmethyl)pyrrolidin-2-one 137 (0.21 g, 1 eq, 0.43 mmol) is dissolved in tetrahydrofuran (5 ml), then the mixture is cooled to 0° C. and lithium aluminium hydride (0.03 g, 2 eq, 0.87 mmol) is added. The mixture is stirred 1 h at 0° C. and then overnight at room temperature. Water (0.05 ml), a solution of sodium hydroxide 2N (0.05 ml) and again water (0.15 ml) are added. Then, the mixture is filtered through celite and concentrated under vacuum. Purification by chromatography on silicagel (eluent: dichloromethane/methanol/ammonia 951510.5) affords 0.058 g of 4-({(2S)-1-[(2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-oxazol-4-yl)methyl]pyrrolidin-2-yl}methyl)morpholine 144.
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-330eaf37e4d54395bac38737bfec8005 |
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| Source note | uspto-grants-2010_09 |
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