Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-(2-Pyridyl)thiophene-2-sulfonyl chloride | HCID 2737231 | — |
| Reactant | HCID 68889373 | HCID 68889373 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58761882 | HCID 58761882 | 24.7% |
Reaction Steps
A suspension of 7-chloro-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxylic acid amide trifluoroacetic acid salt (156 mg, Reference Example 24) in dry acetonitrile (13 mL) was treated with dry triethylamine (0.28 mL), then with 5-(pyrid-2-yl)thiophene-2-sulfonyl chloride (127 mg). After stirring at 60° C. for 4 hours the reaction mixture was allowed to cool to room temperature and evaporated. The residue was subjected to column chromatography on silica eluting with ethyl acetate to give 7-chloro-2-(5-pyridin-2-ylthiophene-2-sulfonyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxylic acid amide (51 mg) as a white solid, m.p. 213–214° C. [Elemental analysis: C, 47.99; H, 3.44; N, 12.97%; Calculated for C17H15ClN4O3S2: C, 48.28; H, 3.58; N, 13.25%].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07148215B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-4af6af0c78674b008479283af941547f |
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| Source note | uspto-grants-2006_12 |
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