Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2,4,6-Trimethoxyphenyl)methanamine--hydrogen chloride (1/1) | HCID 16211914 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59852864 | HCID 59852864 | 90.4% |
Reaction Steps
A mixture of 4,6-dichloropyrimidine (Aldrich, 1.48 g, 10.0 mmol), 2,4,6-trimethoxybenzylamine hydrochloride (2.33 g, 10.0 mmol), DIPEA (4.8 mL, 27.7 mmol), and n-BuOH (50 mL) was heated at 100° C. for 2 h. The mixture was cooled, diluted with water (200 mL) and the precipitated product was collected by vacuum filtration on a Büchner funnel. The product was washed with cold water, ether, and vacuum dried to give an off-white solid (2.8 g, 90%). 1H NMR (DMSO-d6) δ 8.28 (s, 1H), 7.38 (s, 1H), 6.49 (s, 1H), 6.25 (s, 2H), 4.34 (s, 2H), 3.77 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989477B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-1d44f5a4fffd4473812be33943e727da |
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| Source note | uspto-grants-2011_08 |
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