Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 6-chloro-5-methylpyrimidine-4-carboxylate | HCID 56592992 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 117819038 | HCID 117819038 | — |
Reaction Steps
To a solution of ethyl 6-chloro-5-methylpyrimidine-4-carboxylate (35) (0.9 g, 4.48 mmol) dissolved in dioxane (20 ml) were added dimethyl amine in THF (1M. 22.43 ml, 22.43 mmol) and diisopropyl ethylamine (3 ml, 22.43 mmol). The reaction mixture was heated to 80° C. for 16 h. Then the mixture is cooled to room temperature, diluted with water, and extracted with EtOAc (2×50 mL). The combined organic layer was washed with water, brine, dried over sodium sulfate, and concentrated at reduced pressure to yield ethyl 6-(dimethylamino)-5-methylpyrimidine-4-carboxylate (23) as a light yellow liquid; 0.4 g (43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09163020B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-50c67258423244599dbe78b4f26aa462 |
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| Source note | uspto-grants-2015_10 |
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