HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Hydroxybenzonitrile → 4-[4-(2-Cyano-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Hydroxybenzonitrile | HCID 11907 | — |
| 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-(2-Cyano-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester | HCID 44514401 | — |
Reaction Steps
4-[4-(2-Cyano-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 2-hydroxybenzonitrile (available from Alfa Aesar, Ward Hill, Mass., USA) in dimethylformamide. 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.98-2.08 (m, 4H), 2.98-3.08 (m, 2H), 4.08-4.11 (m, 2H), 5.01-5.06 (m, 1H), 7.55-7.59 (m, 1H), 7.63-7.65 (m, 1H), 7.85-7.90 (m, 1H), 8.02-8.04 (m, 1H), 8.47 (s, 1H), 8.58 (s, 1H). Mass spectrum MH+=421.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-b8faf32854944a4e859560856723d988 |
| Source note | uspto-grants-2012_05 |