HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinamine, N-methyl- → HCID 69586871, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinamine, N-methyl- | HCID 20727 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 69586481 | HCID 69586481 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69586871 | HCID 69586871 | 69% |
Reaction Steps
Pyridin-2-yl-methylamine (60 μL), DIEA (175 μL, 1 mmol), and 4-(4-bromo-3-nitro-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester ((Example 264: step b) 56 mg, 0.12 mmol) were heated at 60° C. in THF (3 mL) for 30 min. The solvent was removed in vacuo and the residue was purified by SiO2 flash column chromatography to yield the title compound (41 mg, 69%). 1H-NMR (CDCl3): δ 9.46 (m, 1H), 8.90 (m, 1H), 8.64 (m, 1H), 8.01 (d, 1H, J=2.6 Hz), 7.94 (m, 1H), 8.03 (m, 2H), 7.71 (dt, 1H, J=1.9, 7.7 Hz), 7.28 (m, 2H), 6.95 (d, 1H, J=9.0 Hz), 4.67 (d, 1H, J=5.1 Hz), 3.87 (s, 3H), 2.60 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109354B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-91e4a8849b8c45e4901695dee93133f9 |
| Source note | uspto-grants-2006_09 |