Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methoxybenzaldehyde | HCID 8658 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt | HCID 66915326 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 57964885 | HCID 57964885 | — |
Reaction Steps
4-(4-Methanesulfonyl-phenoxy)-1-[1-(2-methoxy-benzyl)-piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidine was prepared according to General Procedure H by the reaction of 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt (Intermediate 25) with o-anisaldehyde (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA), triethylamine, and sodium triacetoxyborohydride in 1,2-dichloroethane. 1H NMR (400 MHz, DMSO-d6) δ 1.89-1.98 (m, 2H), 2.19-2.26 (m, 4H), 2.95-3.03 (m, 2H), 3.30 (methyl sulfonyl and water peak), 3.55 (s, 2H), 3.79 (s, 3H), 4.74-4.80 (m, 1H), 6.93-7.00 (m, 2H), 7.22-7.26 (m, 1H), 7.36-7.38 (m, 2H), 7.62-7.64 (m, 2H), 8.04-8.07 (m, 2H), 8.37 (s, 1H), 8.55 (s, 1H). Mass spectrum MH+=494.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188098B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-f7c766af57c548498dbea277b09f4ee5 |
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| Source note | uspto-grants-2012_05 |
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