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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744986Generated: November 1, 2026

Methanol → HCID 22224442, compound

https://huagongshe.com/reaction/1744986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 22224494HCID 22224494—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22224442HCID 2222444260.5%

Reaction Conditions

Temperature4 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07018997B2
Source datasetuspto-grants-2006_03
ORD IDord-dc47a79895c54844b3203c996d1869d7
Source noteuspto-grants-2006_03