Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 15675860 | HCID 15675860 | — |
| Reactant | HCID 54360539 | HCID 54360539 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 9926681 | HCID 9926681 | 53% |
Reaction Steps
A solution of 2-methyl-5-bromo-6-(2-imidazolin-2-ylamino) quinoxaline (40.5 mg, 0.132 mmol) in acetic acid was cooled to 10° C. and carefully treated with NaBH4 (5.0 mg, 0.132 mmol). The reaction mixture was stirred for 15 minutes before the solvent was removed in vacuo. The residue was dissolved in H2O, treated with solid NaOH to pH 13 and extracted with CHCl3. The combined organic extracts were dried over MgSO4 and concentrated in vacuo to yield a yellow oil. The crude material was chromatographed (SiO2, 80/20 CHCl3 /CH3OH saturated with NH3 (g)) to yield 21.8 mg (a yield of 53%) of a tan solid, mp 203-205° C. Using various analytical procedures, this tan solid was determined to be (±) 2-methyl-5-bromo-(2-imidazolin-2-ylamino)-1,2,3,4-tetrahydroquinoxaline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05300504 |
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| Source dataset | uspto-grants-1994_04 |
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| ORD ID | ord-261aacdf94f24df1baa8ff9f11932789 |
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| Source note | uspto-grants-1994_04 |
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