HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 11652480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | HCID 57659496 | HCID 57659496 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 11652480 | HCID 11652480 | — |
Reaction Steps
A stirred solution 4-[5-(4-cyanofuro[3,2-c]pyridin-2-yl)-[1,2,4]oxadiazol-3-ylmethyl]-piperidine-1-carboxylic acid tert-butyl ester (Example 82, 134 mg, 328 μmol) in anhydrous CHCl3 (7 mL) was treated with TMS-I (140 μL, 983 μmol). After 1 h, the reaction was treated with MeOH (3.4 mL), then solid Na2S2O3 was added slowly to remove the yellow colour. The reaction mixture was filtered and the excess Na2S2O3 collected was washed with MeOH (3×1 mL). The combined filtrates were allowed to stand for 1 h, before being purified by column chromatography (MeOH—CH2Cl2, 1:9) to yield the title compound: RT=2.44 min; m/z (ES+)=310.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193359B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-90a554613277402a92efccfa96bf9600 |
| Source note | uspto-grants-2012_06 |