HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 68859860, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Furanmethanol | HCID 20449 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Linagliptin Impurity D | HCID 11546173 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68859860 | HCID 68859860 | — |
Reaction Steps
A mixture of 300 mg of 3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-(tert.-butyloxycarbonyl-amino)-piperidin-1-yl]-xanthine, 95 μl furan-3-yl-methanol, 302 mg triphenylphosphine and 226 μl diisopropyl azodicarboxylate in 4 ml tetrahydrofuran is stirred overnight at ambient temperature. For working up the reaction mixture is combined with saturated potassium carbonate solution and extracted with ethyl acetate. The combined organic phases are dried over magnesium sulfate and evaporated down. The flask residue is chromatographed over a silica gel column with cyclohexane/ethyl acetate (1:1 to 3:7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501426B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-6f2754fdc83c48d2944769c8515ade70 |
| Source note | uspto-grants-2009_03 |