Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(4-(3-bromophenyl)-1H-imidazol-2-yl)-5-methyl-1-hexanamine | HCID 178443968 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178443965 | HCID 178443965 | 38% |
Reaction Steps
A mixture containing 1-(4-(3-bromophenyl)-1H-imidazol-2-yl)-5-methyl-1-hexanamine (obtained at stage 13777.3; 0.8 g; 0.0019 mol), triethylamine (0.4 ml; 0.003 mol) and cyclohexanone (0.32 ml; 0.0023 mol) in 10 ml methanol was agitated for about 30 minutes at about 23° C. Sodium triacetoxyborohydride (630 mg; 0.003 mol) was then added. The reaction mixture was agitated for about 16 hours and then poured into water. After extraction with ethyl acetate, the organic phase was washed with a saturated sodium chloride solution and then dried over magnesium sulfate. The solvent was evaporated and the residue purified over a silica column (eluent: mixture CH2Cl2—MeOH/95-05). A white-colored powder was obtained with a yield of 38%. Melting point: 236-238° C. MH+=418.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07638546B1 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-7382cb9a610c4d27a5b2c56175aaf4a6 |
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| Source note | uspto-grants-2009_12 |
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