Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67176029 | HCID 67176029 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44633327 | HCID 44633327 | 14.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735387B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-4a559d65bc074872a74cf7fe689b90de |
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| Source note | uspto-grants-2014_05 |
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