Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(4-methoxy-phenyl)-methanone | HCID 86635113 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86635112 | HCID 86635112 | — |
Reaction Steps
The compound (6-chloro-imidazo[1,2-b]pyridazin-3-yl)-(4-methoxy-phenyl)-methanone (Stage 3.2, 2.04 g, 7.1 mmol) was suspended in ethanol (20 mL) with sodium borohydride (140 mg, 3.6 mmol) and stirred at rt for 7 h. Then water was added and the precipitate formed was filtered off. The yellow solid obtained was dried and then dissolved in TFA (50 mL). Triethylsilane (2.85 mL, 17.7 mmol) was added to the solution and it was stirred at rt for 30 min. the RM was poured into ice water. It was extracted with EtOAc and washed with aqueous 1 N sodium hydroxide solution then with brine. The organic layer was dried over Na2SO4 and concentrated. The residue was purified by chromatography with DCM and MeOH. The title compound was obtained As a white solid (tR 1.1 min (conditions 2), MH+=274).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822468B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-f6b0ee18cfaf486195c4972917d2abe5 |
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| Source note | uspto-grants-2014_09 |
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