Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N,N-dimethyl-m-phenylenediamine | HCID 76084 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66669910 | HCID 66669910 | — |
Reaction Steps
A mixture of N,N-dimethyl-m-phenylenediamine (1.36 g, 10 mmol), 6-chloro-pyrimidin-4-ylamine (1.30 g, 10 mmol), 2-propanol (10 mL) and HCl conc. (0.45 mL, ˜5 mmol) is shaken for 16 h at 90° C. After cooling to room temperature, the reaction mixture is distributed between half-concentrated Na2CO3 solution and ethyl acetate. The organic layer is dried over Na2SO4, evaporated, and the residue purified by flash chromatography (ethyl acetate/CH3OH). The combined pure fractions are evaporated to afford the title compound. Beige solid, HPLC: tR=1.53 min (gradient F), ESI-MS: 230.3 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552002B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-aa0bd0574f6d400985ea9543a024912c |
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| Source note | uspto-grants-2013_10 |
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