Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | HCID 72533144 | HCID 72533144 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 72533145 | HCID 72533145 | 93.3% |
Reaction Steps
To a flask containing (3S,9aS or 9aR)-3-(hydroxymethyl)tetrahydro-2H -pyrazino[1,2-a]pyrazine-1,4(3H,6H)-dione (D83, 217 mg) was added 1M BH3-THF solution (10.9 mL) and the reaction was brought to reflux (80° C.) overnight. The reaction flask was cooled to 0° C. and treated with 20 mL of MeOH and conc. HCl (2.5 mL). The resulting solution was heated to 60° C. for 4 h. The reaction was checked by direct MS (m/z=172 (M+1), 184 (M+BH3) ). The reaction mixture was purified by SCX, obtaining 174 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07683056B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-84aa0e797ffb4fe2934b772efa7e4a06 |
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| Source note | uspto-grants-2010_03 |
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