HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57965054, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxybenzaldehyde | HCID 31244 | — |
| 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 57965054 | HCID 57965054 | — |
Reaction Steps
4-(4-Methanesulfonyl-phenoxy)-1-[1-(4-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 27) with p-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 1.91-1.94 (m, 2H), 2.13-2.23 (m, 4H), 2.93-2.97 (m, 2H), 3.30 (methyl sulfonyl and water peak), 3.47 (s, 2H), 3.74 (s, 3H), 4.74-4.80 (m, 1H), 6.89-6.91 (m, 2H), 7.24-7.26 (m, 2H), 7.62-7.64 (m, 2H), 8.04-8.06 (m, 2H), 8.36 (s, 1H), 8.55 (s, 1H). Mass spectrum MH+=494.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-0b50ca814cd64a8eaebf24dde51bb03d |
| Source note | uspto-grants-2012_05 |