Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 22224494 | HCID 22224494 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22224442 | HCID 22224442 | 60.5% |
Reaction Steps
To the stirred solution of 7,8-dihydro-5H-pyrano[4,3-d]pyrazolo[5,1-b][1,3]oxazole-2-carboxylate (1.5 g, 6.3 mmol) of in 100 ml of THF was added 1.05 g of lithium borohydride and 1.54 g of methanol. The solution was heated at 4° C. for 2.5 hour. The reaction was quenched by 1N HCl, and adjusted to pH 1.3 and stirred at room temperature for 1 hour. The reaction mixture was adjusted pH to 8 with k2CO3. The reaction mixture was extracted with ethyl acetate. The organic layer was dried over MgSO4, and concentrated to an oil and column chromatographyed to give 0.74 g of the desired product (60%). (M+H) 196.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07018997B2 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-dc47a79895c54844b3203c996d1869d7 |
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| Source note | uspto-grants-2006_03 |
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