HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Difluorobenzenesulfonyl chloride → 1-(2,5-Difluorobenzenesulfonyl)-7-iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Difluorobenzenesulfonyl chloride | HCID 2736911 | — |
| Reactant | 7-Iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine | HCID 57886129 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-(2,5-Difluorobenzenesulfonyl)-7-iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine | HCID 57886119 | 13% |
Reaction Steps
7-Iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine (100 mg) was dissolved in anhydrous pyridine. 2,5-difluorobenzene sulfonyl chloride (1.0 eq) was added and the mixture stirred at room temperature for 16 hours. The reaction mixture was concentrated and purified by column chromatography to give the title compound as a pale yellow solid (13% yield). M.p. 187-188° C., LCMS: m/z=437.73 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 3.29-3.33 (m, 2H), 3.83 (t, J=4.8 Hz, 2H), 5.08 (bs, 1H), 7.11-7.19 (m, 1H), 7.26-7.33 (m, 1H), 7.58-7.63 (m, 1H), 7.96 (d, J=1.5 Hz, 1H), 8.03 (d, J=1.8 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919502B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-396119f3065841599a0d61951712c8bd |
| Source note | uspto-grants-2011_04 |