Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,6-dichloro-N-phenyl-1,3,5-triazin-2-amine | HCID 16766 | — |
| Reactant | 1,4-Benzodioxan-6-ylamine | HCID 89148 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10108897 | HCID 10108897 | 69% |
Reaction Steps
To a solution of 4,6-dichloro-N-phenyl-[1,3,5]triazine-2-amine (95 mg, 0.39 mmoles) in tetrahydrofuran (2 ml) was added a solution of 1,4-benzodioxan-6-amine (64 mg, 0.42 mmoles) and triethylamine (0.07 ml, 0.50 mmoles) in tetrahydrofuran (0.5 ml). After stirring for 24 hours, the mixture was concentrated under vacuum and the residue was dissolved in ethyl acetate (10 ml). The solution was washed with a solution composed of saturated aqueous sodium chloride solution and 1 M hydrochloric acid (1:1, 2×10 ml), dried over sodium sulfate, filtered, and concentrated under vacuum. The residue was purified by flash chromatography on silica gel eluting with 25% ethyl acetate-hexanes to provide CT-32028 (97 mg, 69% yield). 1H NMR (d6-DMSO) δ 9.88–10.28 (m, 2H), 7.60–7.85 (m, 2H), 7.20–7.40 (m, 3H), 6.96–7.10 (m, 2H), 6.77–6.81 (m, 1H), 4.21 (s, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07199238B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-e5c12e355c6e4d02bb848f034360030d |
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| Source note | uspto-grants-2007_04 |
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