Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-(Methylsulfonyl)piperazine | HCID 709161 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(3-Phenylimidazo[1,2-a]pyridin-7-yl)benzaldehyde | HCID 21912861 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 5329350 | HCID 5329350 | — |
| Product | HCID 10424876 | HCID 10424876 | — |
Reaction Steps
A mixture of 4-(3-phenylimidazo[1,2-a]pyridin-7-yl)benzaldehyde (2-5, 75 mg, 0.25 mmol, 1 equiv), 4-(methylsulfonyl)piperazine (49 mg, 0.30 mmol, 1.2 equiv), sodium triacetoxyborohydride (64 mg, 0.30 mmol, 1.2 equiv), acetic acid (14 μL, 0.25 mmol, 1.0 equiv), and 4-angstrom molecular sieves (50 mg) in 1,2-dichloroethane (5 mL) was stirred at 23° C. for 18h. The reaction mixture was filtered, and the filtrate concentrated. The residue was purified by reverse-phase liquid chromotography (H2O/CH3CN gradient w/0.1% TFA) to provide [4-(3-phenylimidazo[1,2-a]pyridin-7-yl)phenyl]methanol (2-6) and 7-(4-{[4-(methylsulfonyl)piperazin-1-yl]methyl}phenyl)-3-phenylimidazo[1,2-a]pyridine (2-7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07125888B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-6440d61aa30343ef9b63a351b0ff9b4b |
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| Source note | uspto-grants-2006_10 |
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