Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloropurine | HCID 5359277 | — |
| Reactant | HCID 57708021 | HCID 57708021 | — |
| Product | HCID 178506371 | HCID 178506371 | — |
Reaction Steps
A mixture of 6-chloropurine (0.1109 g, 0.7175 mmol), (8-chloro-2-(2-(trifluoro-methoxy)phenyl)quinolin-3-yl)methanamine (0.2531 g, 0.7175 mmol), and N,N-diisopropylethylamine (0.2500 mL, 1.435 mmol) in ethanol (4.221 mL, 0.7175 mmol) was stirred at 75° C. After 36 h, the mixture was removed from the heat and concentrated under reduced pressure. The residue was purified by flash column chromatography on a silica gel column using 50% of CH2Cl2:MeOH:NH4OH (89:9:1) in CH2Cl2 as eluent to give N-((8-chloro-2-(2-(trifluoromethoxy)phenyl)quinolin-3-yl)methyl)-9H-purin-6-amine as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 12.94 (1H, s), 8.38 (1H, s), 8.03-8.32 (3H, m), 7.96-8.02 (1H, m), 7.93 (1H, dd, J=7.5, 0.9 Hz), 7.51-7.75 (5H, m), 4.69 (2H, br. s.); LC-MS (ESI) m/z 471.1 [M+H]+.
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-05567e028187481ab6ad56b33d81f4b9 |
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| Source note | uspto-grants-2012_06 |
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