HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908368Generated: October 30, 2026
Dimethylformamide → 3-Benzoxazol-2-yl-5-[4-(dimethylaminomethyl)phenyl]pyridin-2-amine
https://huagongshe.com/reaction/908368
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | {4-[(Dimethylamino)methyl]phenyl}boronic acid | HCID 22506610 | — |
| Reactant | 3-(Benzoxazol-2-yl)-5-bromo-pyridin-2-amine | HCID 67388009 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-Benzoxazol-2-yl-5-[4-(dimethylaminomethyl)phenyl]pyridin-2-amine | HCID 57687110 | 17.7% |
Reaction Steps
2M Sodium carbonate solution (0.4 ml) was added to a solution of 3-(benzoxazol-2-yl)-5-bromo-pyridin-2-amine (0.10 g), [4-(dimethylaminomethyl)phenyl]boronic acid (0.075 g) and dichlorobis(triphenylphosphine)palladium (II) (0.003 g) in a mixture of 2:7:3:2 DMF:DME:water:ethanol (3 ml). The reaction mixture was heated at 160° C. for 7 mins in a 100 W microwave oven. The solvent was evaporated in a Genevac and NMP (1.8 ml) was added. The mixture was filtered and purified by X bridge preparative HPLC. There was thus obtained the title compound (0.021 g); Mass Spectrum: M+H+ 344, RT 2.82 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017611B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-c620512cbeb24ff2b4ec14487e0e5a0c |
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| Source note | uspto-grants-2011_09 |
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