HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 57672047, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(Trifluoromethyl)piperidine hydrochloride | HCID 16218160 | — |
| Reactant | HCID 66905271 | HCID 66905271 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57672047 | HCID 57672047 | — |
Reaction Steps
Treat a mixture of (R)-3′,5′-dichloro-4′-(1-morpholin-4-yl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-4-carboxylic acid trifluoro acetate (0.16 g, 0.28 mmol) in CH2Cl2 (10 mL) with 1,1′-carbonyldiimidazole (0.092 g, 0.57 mmol), 4-trifluoromethylpiperidine hydrochloride (0.081 g, 0.43 mmol) and diisopropylethylamine (0.110 g, 0.86 mmol) and stir for 12 hours at room temperature. Load the mixture on silica gel column and flash with 50% ethyl acetate in hexanes to 100% ethyl acetate to afford 0.081 g of a mixture of the title compound and impurity. Re-purify via reverse phase HPLC to afford 0.055 g (34%) of the title compound. MS (m/z): 584 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153807B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-560f94021f334805ae41ca624df6035a |
| Source note | uspto-grants-2012_04 |