HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-3-(3,5-Dichloro-4'-methanesulfonyl-biphenyl-4-ylmethyl)-1-(4-hydroxy-piperidin-1-yl)-pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (R)-3-(3,5-Dichloro-4'-methanesulfonyl-biphenyl-4-ylmethyl)-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one | HCID 66905070 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-3-(3,5-Dichloro-4'-methanesulfonyl-biphenyl-4-ylmethyl)-1-(4-hydroxy-piperidin-1-yl)-pyrrolidin-2-one | HCID 57672048 | 96.4% |
Reaction Steps
To a mixture of (R)-3-(3,5-Dichloro-4′-methanesulfonyl-biphenyl-4-ylmethyl)-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one (0.12 g) in THF (6 mL), add water (6 mL) and TFA (2 mL). Stir the mixture at room temperature for 12 hours. Dilute the reaction mixture with ethyl acetate and wash with sodium bicarbonate (Sat.) and water. Separate the organic and dry over sodium sulfate, filter and concentrate. Purify the crude mixture on silica gel column with 50% ethyl acetate in hexane to 100% ethyl acetate to afford 0.088 g of the titled product. MS (m/z): 497 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153807B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-b57e68bba6f4432b801d0f8741b43fd4 |
| Source note | uspto-grants-2012_04 |