HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 44217941, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 68631824 | HCID 68631824 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44217941 | HCID 44217941 | 31.1% |
Reaction Steps
4-{3-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-ureido}-piperidine-1-carboxylic acid tert-butyl ester (20 mg, 0.040 mmol) was dissolved in methylene chloride (1.0 mL). At 0° C. trifluoroacetic acid (0.030 mL, 0.40 mmol) was added and the reaction mixture was stirred at ambient temperature over night. 20% sodium carbonate solution in water was added and the mixture was extracted with ethyl acetate (3×10 mL). The combined organic phases were dried on magnesium sulfate, filtered and evaporated. The residue was subjected to column chromatography (silica gel, methylene chloride:methanol gradient=95:5→2:1) to yield the title compound (5.0 mg; 31%) as an off-white solid; MS: m/e=402.5 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183380B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-d718441e824e45e186825a66ac91ed69 |
| Source note | uspto-grants-2012_05 |