Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 10340909 | HCID 10340909 | — |
| Reactant | Sodium hydrosulfide hydrate | HCID 16211346 | — |
| Product | HCID 10050552 | HCID 10050552 | 27.4% |
Reaction Steps
A mixture of compound 6 (20.4 mg, 0.051 mmol) and sodium hydrosulfide hydrate (11 mg, 0.2 mmol) in pyridine (1.5 mL) was heated for 5 days at 100° C. After cooling, the reaction mixture was concentrated to dryness and the residue was purified on preparative TLC (chloroform-methanol, 20:1) to give compound 17 (6.5 mg, 27.4%) as a yellow solid. 1H NMR (DMSO-d6) δ 3.78 (s, 3 H, CH3), 4.70 (br s, 2 H, CH2), 7.13 (pseudo t, J=7.6 and 7.5 Hz, 1 H, H-16), 7.29 (d, J=7.2 Hz, 2 H, pyr), 7.45 (d, J=7.2 Hz, 1 H, H-17), 7.60 (d, J=8.2 Hz, 1 H, H-15), 7.86 (s, 1 H, H-13), 8.22 (s, 1 H, H-8), 8.73 (d, J=7.2 Hz, 2 H, pyr), 9.03 (br s, 1 H, exchangeable with D2O, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05688774 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-085ee58885a641419c40fc1f11ad6393 |
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| Source note | uspto-grants-1997_11 |
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