HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 58972444, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3-Bromopropoxy)tetrahydro-2H-pyran | HCID 2777988 | — |
| Reactant | HCID 58972425 | HCID 58972425 | — |
| Reactant | HCID 68779108 | HCID 68779108 | — |
| Reactant | HCID 68779156 | HCID 68779156 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58972444 | HCID 58972444 | — |
Reaction Steps
The compound was prepared in analogy to the synthesis of 4-(5-cyanomethoxy-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (intermediate C32/step 1) from 4-(5-hydroxy-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (intermediate C31/step 2) by reaction with rac-2-(3-bromopropoxy)tetrahydro-2H-pyran (commercially available) and potassium carbonate in DMF at 100° C., followed by BOC and THP cleavage with 90% trifluoroacetic acid in dichloromethane at rt for 16 h in analogy to the procedure described for [2-(piperidin-4-ylamino)-pyrimidin-5-yloxy]-acetonitrile (intermediate C32/step 2). MS (ISP): 253.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855194B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-0bd63efd1c84433ea435761b796bf626 |
| Source note | uspto-grants-2010_12 |