Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine ethyl ester | HCID 12176 | — |
| Reactant | 2,6-Dichloropyrazine | HCID 78504 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 61699828 | HCID 61699828 | 49% |
Reaction Steps
To 2,6-dichloropyrazine (50 g, 336 mmol) and ethyl 2-aminoacetate (34.6 g, 336 mmol) was added triethylamine (140 mL, 1007 mmol) and acetonitrile (350 mL). The reaction was heated at 80° C. for 3 d. Precipitated triethylamine salts were removed by filtration and washed with ethyl acetate and hexane (1:1) multiple times. The filtrate and wash solvent were combined and concentrated. The resulting white-yellow precipitate was filtered and washed with 20% ethyl acetate in hexane to afford an off-white solid. The filtrate was subjected to the same process to give an additional batch of off-yellow solid. The batches were combined to afford the title compound (35.5 g, 164 mmol, 49% yield). MS (ESI) m/z 216.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193692B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-4fde02d055ff49e88bd269e9add3d39b |
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| Source note | uspto-grants-2015_11 |
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