HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68579161, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | HCID 86622894 | HCID 86622894 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68579161 | HCID 68579161 | — |
Reaction Steps
A mixture of [3′-(2-chloro-pyrimidin-4-yloxy)-biphenyl-4-ylmethyl]-carbamic acid tert-butyl ester (161 mg), potassium cyanide (76 mg) and 1,4-diazabicyclo[2,2,2]octane (13 mg) in water (0.4 ml) and DMSO (2 ml) is left at 5° C. for 4 h. This mixture is acidified with AcOH to pH 4-5, quenched with brine and extracted twice with diethyl ether. The combined organic phases are dried over sodium sulfate, the solvent is evaporated and the crude product is purified on silica (15 g) with cyclohexane/EtOAc=5/1 to afford pure [3′-(2-cyano-pyrimidin-4-yloxy)-biphenyl-4-ylmethyl]-carbamic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700605B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-e94a73e1394a40889c7b56d585feaeb0 |
| Source note | uspto-grants-2010_04 |