HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzyl 4-(1-(tert-butoxycarbonyl)piperidin-4-yl)piperazine-1-carboxylate | HCID 18971584 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | Phenylmethyl 4-(4-piperidinyl)-1-piperazinecarboxylate bis(trifluoroacetate) salt | HCID 86625193 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Phenylmethyl 4-(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)-1-piperazinecarboxylate from previous step was dissolved in DCM (60 mL) and cooled to 0° C. TFA (20 mL) was added. Reaction was stirred for 1 h. TLC showed no starting material remaining. Removed DCM and TFA on rotovap to give title compound of step B (presumed to be the bis-TFA salt) (14.0 g, 53% over 2 steps) which was used in the next step without further purification. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.03-7.40 (m, 5H), 5.02 (s, 2H), 2.93-4.16 (m, 7H), 2.11-2.82 (m, 7H), 1.06-1.88 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093239B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-54d2b45fa18a40bb8f3ba70ab928ba9a |
| Source note | uspto-grants-2012_01 |