Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 90134931 | HCID 90134931 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90134933 | HCID 90134933 | 71.5% |
Reaction Steps
Dissolve (1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)methyl methanesulfonate (3 g, 11.7 mmol) in DMF (10 mL). Add NaN3; heat to 70° C. and stir overnight. Concentrate under reduced pressure; add water; and extract with EtOAc. Combine the extracts and remove the solvents under reduced pressure to provide the title compound (1.7 g, 71.5%). 1H NMR (400 mHz, CDCl3): δ 8.1 (s, 1H), 7.6 (m, 1H), 7.5 (m, 1H), 7.0 (s, 1H), 3.9 (m, 1H), 3.5 (m, 2H), 3.0 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09416138B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-009d029518d145d1b681008c41288516 |
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| Source note | uspto-grants-2016_08 |
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