HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone → 4-{4-[4-(4-Acetyl-piperazin-1-yl)-phenoxy]-pyrazolo[3,4-d]pyrimidin-1-yl}-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone | HCID 712441 | — |
| Reactant | Tert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylate | HCID 57964905 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{4-[4-(4-Acetyl-piperazin-1-yl)-phenoxy]-pyrazolo[3,4-d]pyrimidin-1-yl}-piperidine-1-carboxylic acid tert-butyl ester | HCID 53258360 | — |
Reaction Steps
4-{4-[4-(4-Acetyl-piperazin-1-yl)-phenoxy]-pyrazolo[3,4-d]pyrimidin-1-yl}-piperidine-1-carboxylic acid tert-butyl ester was prepared according to General Procedure B by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19) with 1-acetyl-4-(4-hydroxyphenyl)piperazine (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA) in dimethylformamide. 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.94-2.01 (m, 4H), 2.05 (s, 3H), 2.93-3.02 (m, 2H), 3.10-3.20 (m, 4H), 3.55-3.65 (m, 4H), 4.08-4.11 (m, 2H), 4.96-5.01 (m, 1H), 7.04-7.08 (m, 2H), 7.17-7.20 (m, 2H), 7.95 (s, 1H), 8.53 (s, 1H). Mass spectrum M+Na=544, MH+=522.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-8ccb7e176b2049ad9278bcf44cb83ee6 |
| Source note | uspto-grants-2012_05 |