Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 59490853 | HCID 59490853 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 46836619 | HCID 46836619 | — |
Reaction Steps
To N-benzyl-3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-7-amine (0.030 g, 0.075 mmol) was added trifluoroacetic acid (3 mL). The reaction mixture was heated at 65° C. for 2 hours. On completion of the reaction, toluene (2 mL) was added and the solvent removed under reduced pressure. The crude product was purified using reverse phase HPLC to give the desired product, N-benzyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-7-amine as a TFA salt and a white solid (0.015 g, 71%). M.p.>232° C.; 400 MHz 1H NMR (DMSO-d6) δ: 13.39 (s, 1H), 9.06 (brs, 2H), 8.05 (d, J=1.6 Hz, 1H), 7.99 (s, 1H), 7.56 (m, 2H), 7.46 (m, 3H), 4.31 (s, 2H), 3.61 (m, 1H), 3.43 (m, 1H), 3.08 (m, 3H), 2.43 (m, 1H), 1.97 (m, 1H); LCMS [M+H]: 279.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08263610B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-b0de389eeda54e83bc3505c616aae38d |
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| Source note | uspto-grants-2012_09 |
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