Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | HCID 69701305 | HCID 69701305 | — |
| Reactant | HCID 69701358 | HCID 69701358 | — |
| Reactant | HCID 86758924 | HCID 86758924 | — |
| Product | HCID 70009263 | HCID 70009263 | 26% |
Reaction Steps
The product was prepared following the procedure used for 1-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (Example 123) from 1-[4-(2-hydroxy-ethyl)-phenyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (Example 127) and methanolic dimethylamine heating to 85° C. overnight to give a 26% yield (2 steps) of a yellow solid: mp >98° C. (dec); Rf=0.08 (7% methanolic ammonia/CHCl3); IR (KBr) 1653, 1479, 1381, 1307 cm−1; 1H NMR (DMSO-d6) δ 2.21 (s, 6H), 2.50-2.56 (m, 2H), 2.79-2.84 (m, 2H), 3.52-3.53 (m, 2H), 4.44-4.46 (m, 2H), 7.34 (t, 1H, J=7.8 Hz), 7.43 (d, 2H, J=8.2 Hz), 7.77 (d, 2H, J=8.2 Hz), 7.84-7.90 (m, 2H), 8.39-8.43 (m, 1H). HRMS calcd for C20H23N4O 335.1872 (M+H), found 335.1865. Anal. (C20H22N4O) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06548494B1 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-bd2a82b396594c0ab21b0d8c0db3f246 |
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| Source note | uspto-grants-2003_04 |
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