HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57964917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Thiazole-2-carbaldehyde | HCID 2734903 | — |
| 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 57964917 | HCID 57964917 | — |
Reaction Steps
4-(4-Methanesulfonyl-phenoxy)-1-(1-thiazol-2-ylmethyl-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 2-thiazolecarboxaldehyde (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA), triethylamine, and sodium triacetoxyborohydride in 1,2-dichloroethane. 1H NMR (400 MHz, DMSO-d6) δ 1.95-2.00 (m, 2H), 2.21-2.33 (m, 2H), 2.39-2.45 (m, 3H), 3.04-3.08 (m, 2H), 3.30 (methyl sulfonyl and water peak), 3.92 (s, 2H), 4.79-4.85 (m, 1H), 7.63-7.74 (m, 4H), 8.05-8.07 (m, 2H), 8.39 (s, 1H), 8.56 (s, 1H). Mass spectrum MH+=471.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-186bbc6f86874cfd96f1ad7f1c0381f2 |
| Source note | uspto-grants-2012_05 |