HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 178422653, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [6-[1-(4-Methoxy-benzyl)-1H-[1,2,3]triazol-4-yl]-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone | HCID 57441141 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 178422653 | HCID 178422653 | 78.4% |
Reaction Steps
0.30 g (0.50 mmol) of [6-[1-(4-methoxy-benzyl)-1H-[1,2,3]triazol-4-yl]-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (intermediate 13) in 3.2 ml of trifluoroacetic acid were stirred at reflux for 23 hours. The reaction mixture was then poured into crashed ice, the pH was adjusted to 8-9 with aqueous Na2CO3 and the mixture was extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 98:2 to 4:1) to give 0.19 g (77%) of the title compound as an off-white solid. MS: 485.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08227613B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-7108f1db531040c5b01e68b787ae87f8 |
| Source note | uspto-grants-2012_07 |