Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | 4-Amino-2,6-dichloropyridine | HCID 137652 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86641477 | HCID 86641477 | — |
Reaction Steps
To a stirring solution of 4-amino-2,6-dichloro-pyridine (4.7 g, 28.8 mmol) in DCM, bromoacetyl bromide (2.56 ml, 29.4 mmol) is added. The solution is cooled to 0° C. and stirred for 5 minutes before treating dropwise with triethylamine (7.87 ml, 57.7 mmol). The reaction mixture is gradually allowed to warm to RT and stirred for 48 hours. The reaction mixture is diluted with DCM and washed with water several times. The organic extracts are dried, filtered and concentrated in vacuo. The crude product is purified using flash column chromatography on silica (DCM/Isohexane) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633211B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-4599cebc337b491aba1ae3e2ca15003e |
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| Source note | uspto-grants-2014_01 |
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