Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 68839035 | HCID 68839035 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57777307 | HCID 57777307 | — |
Reaction Steps
To a suspension of 5-(2-benzyloxy-4-thiazol-2-yl-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (50 mg, 0.125 mmol) in CH2Cl2 (5 mL) at −10° C. is added BBr3 (1.0M in CH2Cl2, 0.68 mL) dropwise. The yellow mixture is stirred at −10° C. for 30 min. Water is added to the reaction mixture and the aqueous layer is separated and neutralized with 1N NaOH. The water is removed under reduced pressure and the residue is purified by reverse phase HPLC (MeCN/water/0.1% TFA) to afford the title compound as a light yellow solid: 1H NMR (D24.45 (s, 1H), 7.48-7.54 (m, 3H), 7.61 (d, J=4 Hz, 1H), 7.85 (d, J=4 Hz, 1H); (M−1)−=310.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084448B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-6a121fb119844317984cd0d82be03717 |
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| Source note | uspto-grants-2011_12 |
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