Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Metaperiodic acid | HCID 65185 | — |
| Reactant | HCID 117702516 | HCID 117702516 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71128767 | HCID 71128767 | — |
Reaction Steps
1-[(2,2-Difluorocyclopropyl)methyl]-5-[2-(4-methoxyphenyl)-2-azabicyclo-[2.2.2]oct-5-en-5-yl]-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (6-2, 52 mg, 0.12 mmol, 1.0 equiv) was added to CH3CN (1 mL) and water (1 mL). To this suspension was added aqueous H2SO4 (115 μL, 0.12 mmol, 1.0 equiv, 1.0 M) followed by periodic acid in one portion (26 mg, 0.12 mmol, 1.0 equiv). The reaction contents were heated to 50° C. for 18 h. Following this duration, LCMS showed consumption of starting material. The mixture was subsequently filtered through Celite, rinsed with CH3CN and purified by reverse-phase HPLC (10-90% CH3CN:H2O) to give 6-3 as an off-white solid. MS m/z (M+H): calculated=346.4; observed=347.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09315518B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-2d0c1f1e32624e0b9a65018c133ae9aa |
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| Source note | uspto-grants-2016_04 |
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