HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68903330, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 87616494 | HCID 87616494 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68903330 | HCID 68903330 | 74% |
Reaction Steps
To a solution of N-[(1E)-(2-{[6-(4-fluorophenyl)-2-naphthyl]sulfonyl}pyridin-3-yl)methylene]-2-methylpropane-2-sulfinamide (170 mg, 0.34 mmol) in MeOH (1.2 ml) and CH2Cl2 (2.5 ml) was added NaBH4 (78 mg, 2.06 mmol). The reaction was left for 10 minutes, before addition of water (2 mL). The mixture was extracted with CH2Cl2 dried (Na2SO4) and evaporated in vacuo to give the title compound as a solid (125 mg). 1H NMR (400 MHz, d6-DMSO): δ 8.72 (1H, s), 8.43 (1H, t, J=2.3 Hz), 8.38 (1H, s), 8.34 (1H, d, J=8.7 Hz), 8.23 (2H, dd, J=8.2, 10.2 Hz), 8.04 (1H, dd, J=1.8, 8.6 Hz), 7.95-7.91 (3H, m), 7.69 (1H, dd, J=4.6, 8.0 Hz), 7.38 (2H, t, J=8.8 Hz), 5.98 (1H, t, J=6.5 Hz), 4.88-4.78 (2H, m), 1.18 (9H, s). m/z (ES+) 497 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592456B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-7c53a78bd4e3466eb174cd3672ed309e |
| Source note | uspto-grants-2009_09 |