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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027477Generated: October 29, 2026

Boron tribromide → HCID 44633327, compound

https://huagongshe.com/reaction/1027477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67176029HCID 67176029—
SolventDichloromethaneHCID 6344—
ProductHCID 44633327HCID 4463332714.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.25 ml of a 1 M solution of boron tribromide in dichloromethane were slowly added to a solution of 160 mg of 2-(3-methoxy-phenyl)-5-morpholin-4-ylmethyl-7-propoxy-oxazolo[5,4-d]pyrimidine in 5 ml of dichloromethane at 0° C. The reaction mixture was stirred at 0° C. for 2 h and at room temperature for 1 h. The mixture was cautiously neutralized with a saturated solution of sodium hydrogencarbonate. The organic layer was separated and the aqueous layer extracted two times with dichloromethane. The combined organic layers were dried with sodium sulfate, filtered and evaporated in vacuo. The residue was purified by preparative HPLC (method HPLC1) to give 23 mg of the title compound in the form of 3-(5-morpholin-4-ylmethyl-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl)phenol trifluoroacetic acid salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735387B2
Source datasetuspto-grants-2014_05
ORD IDord-4a559d65bc074872a74cf7fe689b90de
Source noteuspto-grants-2014_05