Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Purine, 6-bromo- | HCID 5287830 | — |
| Reactant | (1S)-1-(8-chloro-2-(6-methylpyridin-2-yl)quinolin-3-yl)-ethanamine | HCID 57707942 | — |
| Product | HCID 178424622 | HCID 178424622 | — |
Reaction Steps
To a stirred solution of (1S)-1-(8-chloro-2-(6-methylpyridin-2-yl)quinolin-3-yl)-ethanamine (146 mg, 0.49 mmol) in 1-butanol (5.4 mL, 59 mmol) was added 6-bromopurine (0.107 g, 0.54 mmol) and N,N-diisopropylethylamine (0.17 mL, 0.98 mmol) with heating (110° C.) overnight solvents were removed and the residue subjected to chromatography, gradient, 89:9:1 (DCM:MeOH:NH4OH). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.84 (1H, br. s.), 8.67 (1H, s), 8.38 (1H, br. s.), 8.03-8.10 (1H, m), 7.84-7.98 (5H, m), 7.56 (1H, t, J=7.8 Hz), 7.36 (1H, d, J=5.5 Hz), 6.03 (1H, br. s.), 2.58 (3H, br. s.), 1.66 (3H, d, J=6.3 Hz) Mass Spectrum (ESI) m/e=415.9 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193199B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-5c38f8b791514ff4a4ed5fb531f33008 |
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| Source note | uspto-grants-2012_06 |
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