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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl 2,3-dihydropyrazolo[5,1-b]oxazole-6-carboxylateHCID 69588863—
SolventTetrahydrofuranHCID 8028—
ProductPyrazolo[5,1-b]oxazole-6-methanol, 2,3-dihydro-HCID 2194135565%

Reaction Conditions

Temperature40 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112582B2
Source datasetuspto-grants-2006_09
ORD IDord-f2376497c33d49979401aa8f1efedffb
Source noteuspto-grants-2006_09