Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | HCID 58266545 | HCID 58266545 | — |
| Product | HCID 58266732 | HCID 58266732 | 30% |
Reaction Steps
To 6-methoxy-3-(4-piperidin-1-ylmethyl-phenyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole (200 mg, 0.5 mmol) was added HBr (33% in acetic acid, 5 mL) and the reaction was heated at 100° C. for 16 h. The cooled reaction mixture was then evaporated in vacuo to afford a residue that was purified by preparative HPLC [0-30% MeCN in water (0.1% formic acid) over 30 min, 35 mL/min] to afford the title compound as a bright yellow solid (50 mg, 30%). 1H NMR (DMSO-D6, 400 MHz): 11.51 (s, 1H), 8.91-8.74 (m, 2H), 8.28 (s, 1H), 7.72 (d, J=8.2 Hz, 2H), 7.41 (d, J=8.1 Hz, 2H), 7.29 (s, 1H), 6.68-6.44 (s, 1H), 3.48 (s, 2H), 2.36 (s, 4H), 1.51 (m, 4H), 1.40 (m, 2H). LCMS (Method D): RT=4.97 min, M+H+=359.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216980B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-808d65c1b69546d0baaac48dabe4a589 |
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| Source note | uspto-grants-2015_12 |
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