HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216618Generated: October 29, 2026
Methanol → Pyrazolo[5,1-b]oxazole-6-methanol, 2,3-dihydro-
https://huagongshe.com/reaction/2216618
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Ethyl 2,3-dihydropyrazolo[5,1-b]oxazole-6-carboxylate | HCID 69588863 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Pyrazolo[5,1-b]oxazole-6-methanol, 2,3-dihydro- | HCID 21941355 | 65% |
Reaction Steps
To the stirred solution of ethyl2,3-dihydropyrazolo[5,1-b][1,3]oxazole-6-carboxylate (5.47 g, 35 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 40° 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 2.68 g of the desired product (65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07112582B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-f2376497c33d49979401aa8f1efedffb |
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| Source note | uspto-grants-2006_09 |
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