Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isoamylamine | HCID 7894 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 178427329 | HCID 178427329 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178426807 | HCID 178426807 | — |
Reaction Steps
A mixture of 2-((7-(hydroxymethyl)-5-methyl-1-tosyl-1H-indol-4-yl)methyl)-1H-benzo[d]imidazole-5-carbonitrile (13 mg, 0.028 mmol), KOH (15.5 mg, 0.276 mmol) and isoamylamine (64 μL, 0.553 mmol) in EtOH (0.8 mL) was stirred at 100° C. using microwave irradiation for 45 minutes. The mixture was directly purified using RP-HPLC (HC-A) to provide the title compound. 1H NMR (TFA salt, 400 MHz, DMSO-d6) δ ppm 10.84 (s, 1H) 7.96 (s, 1H) 7.59 (d, J=8.34 Hz, 1H) 7.45-7.55 (m, 1H) 7.22 (t, J=2.78 Hz, 1H) 6.95 (s, 1H) 6.44-6.51 (m, 1H) 4.74 (s, 2H) 4.47 (s, 2H) 2.39 (s, 3H). HRMS calcd. for C19H16N4O (M+H)+ 317.1402. found 317.1404.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056874B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-f40c0c06314f45f9ba12e58c09c0c3df |
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| Source note | uspto-grants-2015_06 |
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