Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 86663060 | HCID 86663060 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86663061 | HCID 86663061 | 82% |
Reaction Steps
Methyl 2-bromo-7-morpholino-5H-pyrido[3,2-b]indole-4-carboxylate (3.0 g, 7.69 mmol) was mixed with 7 N NH3 in MeOH (80 mL) in a pressure bottle. This was sealed and heated at 75° C. for 47 hrs. It was cooled to RT and the solid was collected by filtration, washed with MeOH, and air dried to afford 2-bromo-7-morpholino-5H-pyrido[3,2-b]indole-4-carboxamide (2.64 g, 6.33 mmol, 82% yield) as a yellow solid. MS (ESI) m/z 375.09 (M+H). 1H NMR (500 MHz, DMSO-d6) δppm 11.41 (1H, s), 8.42 (1H, br. s.), 7.96 (1H, d, J=8.85 Hz), 7.85-7.91 (2H, m), 7.19 (1H, d, J=1.83 Hz), 7.03 (1H, dd, J=8.70, 1.98 Hz), 3.72-3.85 (4H, m), 3.16-3.25 (4H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815840B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-a4d4bbbe284f4fe3a807bf8cc187b602 |
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| Source note | uspto-grants-2014_08 |
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