HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexylacetyl chloride → 2-Cyclohexyl-1-{4-[4-(4-methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidin-1-yl}-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexylacetyl chloride | HCID 2757989 | — |
| Reactant | 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt | HCID 66915326 | — |
| Product | 2-Cyclohexyl-1-{4-[4-(4-methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidin-1-yl}-ethanone | HCID 57965028 | — |
Reaction Steps
2-Cyclohexyl-1-{4-[4-(4-methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidin-1-yl}-ethanone was prepared according to General Procedure I by the reaction of 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt (Intermediate 27) with cyclohexyl-acetyl chloride (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA). 1H NMR (400 MHz, DMSO-d6) δ 0.90-0.98 (m, 2H), 1.05-1.19 (m, 4H), 1.65-1.78 (m, 7H), 1.95-2.09 (m, 5H), 2.25-2.27 (m, 2H), 2.79-2.85 (m, 1H), 3.30 (methyl sulfonyl and water peak), 4.04-4.08 (m, 1H), 4.54-4.58 (m, 1H), 5.06-5.11 (m, 1H), 7.63-7.65 (m, 2H), 8.05-8.07 (m, 2H), 8.40 (s, 1H), 8.57 (s, 1H). Mass spectrum MH+=498.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fdb62c573c344a22a90ca8c966743494 |
| Source note | uspto-grants-2012_05 |