Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 46883208 | HCID 46883208 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 25230881 | HCID 25230881 | 42% |
Reaction Steps
A stirred solution of Example 5 (0.02 g, 0.052 mmol) in dimethylacetamide (1.5 ml) was treated with dimethylamine (2.0M in THF, 0.52 mmol). The solution was heated to 170° C. for 30 min in a microwave reactor. The cooled solution was poured onto stirred iced water (20 ml). After 15 min stirring, an orange solid was filtered. Recrystallisation from hot ethyl acetate gave the title compound in 42% yield, >95% purity. LC-MS m/z=396.0 [M+H]+; RT=2.97; LC-MS method 1. 1H NMR: δH (400 MHz, D6-DMSO) 3.13 (6H, s), 4.68 (2H, bd), 5.91 (1H, s), 7.26-8.61 (8H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120807B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-b497a53eaf554f35bf640d91194d4bd6 |
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| Source note | uspto-grants-2015_09 |
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